US8557812B2 - Small molecule inhibitors of anti-apoptotic BCL-2 family members and the uses thereof - Google Patents
Small molecule inhibitors of anti-apoptotic BCL-2 family members and the uses thereof Download PDFInfo
- Publication number
- US8557812B2 US8557812B2 US11/209,998 US20999805A US8557812B2 US 8557812 B2 US8557812 B2 US 8557812B2 US 20999805 A US20999805 A US 20999805A US 8557812 B2 US8557812 B2 US 8557812B2
- Authority
- US
- United States
- Prior art keywords
- nmr
- mhz
- cdcl
- apoptosis
- compounds
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Active, expires
Links
- 0 CC.CC.CC.C[Y].[1*][U]C.[2*][W]C Chemical compound CC.CC.CC.C[Y].[1*][U]C.[2*][W]C 0.000 description 14
- SPQPKBBEGOFRJG-UHFFFAOYSA-N O=C(NC1=CC(S(=O)(=O)C2=CC=C(Cl)C=C2)=CC=C1Cl)C1=CC=C(O)C(O)=C1O Chemical compound O=C(NC1=CC(S(=O)(=O)C2=CC=C(Cl)C=C2)=CC=C1Cl)C1=CC=C(O)C(O)=C1O SPQPKBBEGOFRJG-UHFFFAOYSA-N 0.000 description 4
- HQCMUJYAVBZNDB-UHFFFAOYSA-N CC(C)(C)C1=CC=C(CCC2=C(O)C(O)=C(O)C(C(=O)NC3=CC=C(S(=O)(=O)C4=C(C(C)(C)C)C=CC=C4)C=C3)=C2)C=C1 Chemical compound CC(C)(C)C1=CC=C(CCC2=C(O)C(O)=C(O)C(C(=O)NC3=CC=C(S(=O)(=O)C4=C(C(C)(C)C)C=CC=C4)C=C3)=C2)C=C1 HQCMUJYAVBZNDB-UHFFFAOYSA-N 0.000 description 2
- OGUDPXSEOIJDBG-UHFFFAOYSA-N CC(C)(C)C1=CC=C(CCC2=CC(O)=C(O)C(C(=O)NC3=CC=C(S(=O)(=O)N4CCC(CC5=CC=CC=C5)CC4)C=C3)=C2)C=C1 Chemical compound CC(C)(C)C1=CC=C(CCC2=CC(O)=C(O)C(C(=O)NC3=CC=C(S(=O)(=O)N4CCC(CC5=CC=CC=C5)CC4)C=C3)=C2)C=C1 OGUDPXSEOIJDBG-UHFFFAOYSA-N 0.000 description 2
- HRNHNCNXQCBPNZ-UHFFFAOYSA-N CC(C)C1=CC(CC2=CC(CC3=CC=CC=C3)=C(O)C(O)=C2O)=CC=C1OC1=CC=NC2=C1C=CC=C2 Chemical compound CC(C)C1=CC(CC2=CC(CC3=CC=CC=C3)=C(O)C(O)=C2O)=CC=C1OC1=CC=NC2=C1C=CC=C2 HRNHNCNXQCBPNZ-UHFFFAOYSA-N 0.000 description 2
- IUGFJQIDBCOABY-UHFFFAOYSA-N CC(C)C1=CC(NS(=O)(=O)C2=CC=CC(NC(=O)C3=CC=C(O)C(O)=C3O)=C2)=CC=C1 Chemical compound CC(C)C1=CC(NS(=O)(=O)C2=CC=CC(NC(=O)C3=CC=C(O)C(O)=C3O)=C2)=CC=C1 IUGFJQIDBCOABY-UHFFFAOYSA-N 0.000 description 2
- HXRBDMSCUIKXJC-UHFFFAOYSA-N CC(C)C1=CC(S(=O)(=O)NC2=CC3=C(C=C2)C=C(C(=O)N(CCC2=CC=CC=C2)CC2=CC=CC=C2)C=C3)=C(O)C(O)=C1O Chemical compound CC(C)C1=CC(S(=O)(=O)NC2=CC3=C(C=C2)C=C(C(=O)N(CCC2=CC=CC=C2)CC2=CC=CC=C2)C=C3)=C(O)C(O)=C1O HXRBDMSCUIKXJC-UHFFFAOYSA-N 0.000 description 2
- MKQJWHJBZSUHIB-UHFFFAOYSA-N CC(C)C1=CC(S(=O)(=O)NC2=CC3=C(C=C2)C=C(C(=O)O)C=C3)=C(O)C(O)=C1O Chemical compound CC(C)C1=CC(S(=O)(=O)NC2=CC3=C(C=C2)C=C(C(=O)O)C=C3)=C(O)C(O)=C1O MKQJWHJBZSUHIB-UHFFFAOYSA-N 0.000 description 2
- VUDRGQKNUDMGAO-UHFFFAOYSA-N CC(C)CN(C1=CC2=C(C=CC=C2)C=C1)S(=O)(=O)C1=C(O)C(O)=C(O)C(C(C)C)=C1 Chemical compound CC(C)CN(C1=CC2=C(C=CC=C2)C=C1)S(=O)(=O)C1=C(O)C(O)=C(O)C(C(C)C)=C1 VUDRGQKNUDMGAO-UHFFFAOYSA-N 0.000 description 2
- DDWMWLSPFOVECD-UHFFFAOYSA-N CC1=CC(CC2=CC(CC3=CC=CC=C3)=C(O)C(O)=C2O)=C(C(C)C)C=C1OC1=C(C(F)(F)F)C=C([N+](=O)[O-])C=C1 Chemical compound CC1=CC(CC2=CC(CC3=CC=CC=C3)=C(O)C(O)=C2O)=C(C(C)C)C=C1OC1=C(C(F)(F)F)C=C([N+](=O)[O-])C=C1 DDWMWLSPFOVECD-UHFFFAOYSA-N 0.000 description 2
- QRJKGHYXDHZVRJ-UHFFFAOYSA-N CC1=CC(CC2=CC(CC3=CC=CC=C3)=C(O)C(O)=C2O)=C(C(C)C)C=C1OC1=C([N+](=O)[O-])C=C(C(F)(F)F)C=C1 Chemical compound CC1=CC(CC2=CC(CC3=CC=CC=C3)=C(O)C(O)=C2O)=C(C(C)C)C=C1OC1=C([N+](=O)[O-])C=C(C(F)(F)F)C=C1 QRJKGHYXDHZVRJ-UHFFFAOYSA-N 0.000 description 2
- BVIZFQHTYWZJJS-UHFFFAOYSA-N CC1=CC(S(=O)(=O)C2=CC=CC=N2)=CC=C1NC(=O)C1=CC(CC2=CC=CC=C2)=C(O)C(O)=C1O Chemical compound CC1=CC(S(=O)(=O)C2=CC=CC=N2)=CC=C1NC(=O)C1=CC(CC2=CC=CC=C2)=C(O)C(O)=C1O BVIZFQHTYWZJJS-UHFFFAOYSA-N 0.000 description 2
- SLSSSIAPMYDBTC-UHFFFAOYSA-N CCC(CC)CNS(=O)(=O)C1=CC2=C(C=C1)CCN(C(=O)C1=CC(S(=O)(=O)N3CCC4=C(C=CC=C4)C3)=C(O)C(O)=C1O)C2 Chemical compound CCC(CC)CNS(=O)(=O)C1=CC2=C(C=C1)CCN(C(=O)C1=CC(S(=O)(=O)N3CCC4=C(C=CC=C4)C3)=C(O)C(O)=C1O)C2 SLSSSIAPMYDBTC-UHFFFAOYSA-N 0.000 description 2
- RKUWWFISYYKQHA-UHFFFAOYSA-N CCCCCCCCCCCC1=CC=C(C2=C(O)C(O)=C(O)C(CC3=CC=C(C(C)C)C=C3)=C2)C=C1 Chemical compound CCCCCCCCCCCC1=CC=C(C2=C(O)C(O)=C(O)C(CC3=CC=C(C(C)C)C=C3)=C2)C=C1 RKUWWFISYYKQHA-UHFFFAOYSA-N 0.000 description 2
- PIDKKQFZXNCGDQ-UHFFFAOYSA-N CCCN(C1=CC2=C(C=C1)C=C(C(=O)N(C)CCC1=CC=CC=C1)C=C2)S(=O)(=O)C1=C(O)C(O)=C(O)C(C(C)C)=C1 Chemical compound CCCN(C1=CC2=C(C=C1)C=C(C(=O)N(C)CCC1=CC=CC=C1)C=C2)S(=O)(=O)C1=C(O)C(O)=C(O)C(C(C)C)=C1 PIDKKQFZXNCGDQ-UHFFFAOYSA-N 0.000 description 2
- SILZTDGOHALUQJ-UHFFFAOYSA-N CCN(C(=O)C1=CC(CCC2=CC=CC=C2)=C(O)C(O)=C1O)C1=CC=C(S(=O)(=O)C2=CC=C(C(C)C)C=C2)C=C1 Chemical compound CCN(C(=O)C1=CC(CCC2=CC=CC=C2)=C(O)C(O)=C1O)C1=CC=C(S(=O)(=O)C2=CC=C(C(C)C)C=C2)C=C1 SILZTDGOHALUQJ-UHFFFAOYSA-N 0.000 description 2
- NRQJJLUGTDOPMN-UHFFFAOYSA-N CN(CC1=CC=CC=C1)S(=O)(=O)C1=C(O)C(O)=C(O)C(C(=O)N2CCC3=C(C=C(S(=O)(=O)NCCC4=CC=CC=C4)C=C3)C2)=C1 Chemical compound CN(CC1=CC=CC=C1)S(=O)(=O)C1=C(O)C(O)=C(O)C(C(=O)N2CCC3=C(C=C(S(=O)(=O)NCCC4=CC=CC=C4)C=C3)C2)=C1 NRQJJLUGTDOPMN-UHFFFAOYSA-N 0.000 description 2
- VOFRCEPCMVBEDR-UHFFFAOYSA-N CN(CCC1=CC=CC=C1)S(=O)(=O)C1=C(O)C(O)=C(O)C(C(=O)N2CCC3=C(C=C(S(=O)(=O)NCCC4=CC=CC=C4)C=C3)C2)=C1 Chemical compound CN(CCC1=CC=CC=C1)S(=O)(=O)C1=C(O)C(O)=C(O)C(C(=O)N2CCC3=C(C=C(S(=O)(=O)NCCC4=CC=CC=C4)C=C3)C2)=C1 VOFRCEPCMVBEDR-UHFFFAOYSA-N 0.000 description 2
- WPEPJIRZOHJRIK-UHFFFAOYSA-N CN(CCC1=CC=CC=C1)S(=O)(=O)C1=CC(C(=O)O)=CC(NC(=O)/C2=C/C3=C(C=CC=C3)O2)=C1Cl Chemical compound CN(CCC1=CC=CC=C1)S(=O)(=O)C1=CC(C(=O)O)=CC(NC(=O)/C2=C/C3=C(C=CC=C3)O2)=C1Cl WPEPJIRZOHJRIK-UHFFFAOYSA-N 0.000 description 2
- SYYDGMMLNDXPRB-UHFFFAOYSA-N CN(CCC1=CC=CC=C1)S(=O)(=O)C1=CC(C(=O)O)=CC(NC(=O)C2=CC=C(S(C)(=O)=O)C=C2)=C1Cl Chemical compound CN(CCC1=CC=CC=C1)S(=O)(=O)C1=CC(C(=O)O)=CC(NC(=O)C2=CC=C(S(C)(=O)=O)C=C2)=C1Cl SYYDGMMLNDXPRB-UHFFFAOYSA-N 0.000 description 2
- UCNIGTDDHZZKSX-UHFFFAOYSA-N COC(=O)C1=CC(S(=O)(=O)N(C)CCCC2=CC=CC=C2)=C(O)C(O)=C1O Chemical compound COC(=O)C1=CC(S(=O)(=O)N(C)CCCC2=CC=CC=C2)=C(O)C(O)=C1O UCNIGTDDHZZKSX-UHFFFAOYSA-N 0.000 description 2
- PGXYLKWTBQWPNB-UHFFFAOYSA-N O=C(C1=CC(S(=O)(=O)N2CCC3=C(C=CC=C3)C2)=C(O)C(O)=C1O)N1CCC2=C(C=C(S(=O)(=O)NCC3=CC=C(C4=CC=CC=C4)C=C3)C=C2)C1 Chemical compound O=C(C1=CC(S(=O)(=O)N2CCC3=C(C=CC=C3)C2)=C(O)C(O)=C1O)N1CCC2=C(C=C(S(=O)(=O)NCC3=CC=C(C4=CC=CC=C4)C=C3)C=C2)C1 PGXYLKWTBQWPNB-UHFFFAOYSA-N 0.000 description 2
- ILJGDXRTCIWHEW-UHFFFAOYSA-N O=C(C1=CC=C(C2=CC=CC=C2)C=C1)C1=CC(C(=O)C2=CC=C(OC3=CC=CC=C3)C=C2)=C(O)C(O)=C1O Chemical compound O=C(C1=CC=C(C2=CC=CC=C2)C=C1)C1=CC(C(=O)C2=CC=C(OC3=CC=CC=C3)C=C2)=C(O)C(O)=C1O ILJGDXRTCIWHEW-UHFFFAOYSA-N 0.000 description 2
- GVNHGSVPDYUHCJ-UHFFFAOYSA-N O=C(C1=CC=CC=C1)C1=CC(C(=O)C2=CC=CC=C2)=C(O)C(O)=C1O Chemical compound O=C(C1=CC=CC=C1)C1=CC(C(=O)C2=CC=CC=C2)=C(O)C(O)=C1O GVNHGSVPDYUHCJ-UHFFFAOYSA-N 0.000 description 2
- KDJRVDISRMMAFH-UHFFFAOYSA-N O=C(C1=CC=CC=C1)N1CCN(C(=O)C2=CC(S(=O)(=O)N3CCC4=C(C=CC=C4)C3)=C(O)C(O)=C2O)CC1 Chemical compound O=C(C1=CC=CC=C1)N1CCN(C(=O)C2=CC(S(=O)(=O)N3CCC4=C(C=CC=C4)C3)=C(O)C(O)=C2O)CC1 KDJRVDISRMMAFH-UHFFFAOYSA-N 0.000 description 2
- OCMHUVQWRLCVLZ-UHFFFAOYSA-N O=C(NC1=CC(S(=O)(=O)C2=CC=C(Cl)C=C2)=CC=C1Cl)C1=C(O)C(O)=C(O)C(CCC2=CC=CC=C2)=C1 Chemical compound O=C(NC1=CC(S(=O)(=O)C2=CC=C(Cl)C=C2)=CC=C1Cl)C1=C(O)C(O)=C(O)C(CCC2=CC=CC=C2)=C1 OCMHUVQWRLCVLZ-UHFFFAOYSA-N 0.000 description 2
- AFLWYWLKEICZIM-UHFFFAOYSA-N O=C(NC1=CC(S(=O)(=O)C2=CC=C(Cl)C=C2)=CC=C1Cl)C1=CC(CC2=C3C=CC=CC3=CC=C2)=C(O)C(O)=C1O Chemical compound O=C(NC1=CC(S(=O)(=O)C2=CC=C(Cl)C=C2)=CC=C1Cl)C1=CC(CC2=C3C=CC=CC3=CC=C2)=C(O)C(O)=C1O AFLWYWLKEICZIM-UHFFFAOYSA-N 0.000 description 2
- QWIXFZREBBSFSL-UHFFFAOYSA-N O=C(NC1=CC(S(=O)(=O)N2CCC(CC3=CC=CC=C3)CC2)=CC=C1O)C1=CC(CC2=CC=CC=C2)=C(O)C(O)=C1O Chemical compound O=C(NC1=CC(S(=O)(=O)N2CCC(CC3=CC=CC=C3)CC2)=CC=C1O)C1=CC(CC2=CC=CC=C2)=C(O)C(O)=C1O QWIXFZREBBSFSL-UHFFFAOYSA-N 0.000 description 2
- FCOIQUUCGJYMCH-UHFFFAOYSA-N O=C(NC1=CC=C(N2CCN(CC3=C(C4=CC=CC=C4)C=CC=C3)CC2)C=C1)C1=CC(C2=CC3=C(C=CC=C3)C=C2)=CC(O)=C1O Chemical compound O=C(NC1=CC=C(N2CCN(CC3=C(C4=CC=CC=C4)C=CC=C3)CC2)C=C1)C1=CC(C2=CC3=C(C=CC=C3)C=C2)=CC(O)=C1O FCOIQUUCGJYMCH-UHFFFAOYSA-N 0.000 description 2
- XUBOZGMXSFMUGN-UHFFFAOYSA-N O=C(NC1=CC=C(S(=O)(=O)C2=CC=CC3=C2C=CC=C3)C=C1)C1=CC(CC2=C3C=CC=CC3=CC=C2)=C(O)C(O)=C1O Chemical compound O=C(NC1=CC=C(S(=O)(=O)C2=CC=CC3=C2C=CC=C3)C=C1)C1=CC(CC2=C3C=CC=CC3=CC=C2)=C(O)C(O)=C1O XUBOZGMXSFMUGN-UHFFFAOYSA-N 0.000 description 2
- HLGFQEJEJYSUSX-UHFFFAOYSA-N O=C(NC1=CC=C(S(=O)(=O)N2CCC(NC3=C4C=CC=CC4=CC=C3)CC2)C=C1)C1=CC(S(=O)(=O)N2CCC3=C(C=CC=C3)C2)=CC(O)=C1O Chemical compound O=C(NC1=CC=C(S(=O)(=O)N2CCC(NC3=C4C=CC=CC4=CC=C3)CC2)C=C1)C1=CC(S(=O)(=O)N2CCC3=C(C=CC=C3)C2)=CC(O)=C1O HLGFQEJEJYSUSX-UHFFFAOYSA-N 0.000 description 2
- XOLDNWXIBYSMBY-UHFFFAOYSA-N O=C(NC1=CC=C(S(=O)(=O)N2CCC(NC3=CC=C(Cl)C=C3)CC2)C=C1)C1=CC(S(=O)(=O)N2CCC3=C(C=CC=C3)C2)=CC(O)=C1O Chemical compound O=C(NC1=CC=C(S(=O)(=O)N2CCC(NC3=CC=C(Cl)C=C3)CC2)C=C1)C1=CC(S(=O)(=O)N2CCC3=C(C=CC=C3)C2)=CC(O)=C1O XOLDNWXIBYSMBY-UHFFFAOYSA-N 0.000 description 2
- AMONYPYDPRLWTA-UHFFFAOYSA-N OC1=C(Br)C=C(CC2=CC=C(OC3=CC=CC=C3)C=C2)C(O)=C1O Chemical compound OC1=C(Br)C=C(CC2=CC=C(OC3=CC=CC=C3)C=C2)C(O)=C1O AMONYPYDPRLWTA-UHFFFAOYSA-N 0.000 description 2
- QUUWBKXAHXBQLU-UHFFFAOYSA-N C#CC#CC#CC1=CC=C(C2=CC=C(C(=O)C3=C(O)C(O)=C(O)C(CCCC4=CC=CC=C4)=C3)C=C2)C=C1.[HH].[HH].[HH].[HH].[HH].[HH].[HH].[HH] Chemical compound C#CC#CC#CC1=CC=C(C2=CC=C(C(=O)C3=C(O)C(O)=C(O)C(CCCC4=CC=CC=C4)=C3)C=C2)C=C1.[HH].[HH].[HH].[HH].[HH].[HH].[HH].[HH] QUUWBKXAHXBQLU-UHFFFAOYSA-N 0.000 description 1
- LCUNYXIRFNRAMZ-UHFFFAOYSA-N C=O.C=O.C=O.C=O.C=O.CCC(CC)CNS(=O)C1=CC2=C(C=C1)CCN(C(=O)C1=CC(S(=O)(=O)N3CCC4=C(C=CC=C4)C3)=C(O)C(O)=C1O)C2.CN(CCC1=CC=CC=C1)S(=O)C1=CC2=C(C=C1)CCN(C(=O)C1=CC(S(=O)(=O)N3CCC4=C(C=CC=C4)C3)=C(O)C(O)=C1O)C2.O=C(C1=CC(S(=O)(=O)N2CCC3=C(C=CC=C3)C2)=C(O)C(O)=C1O)N1CCC2=C(C=C(S(=O)NCCCC3=CC=CC=C3)C=C2)C1.O=C(C1=CC(S(=O)(=O)N2CCC3=C(C=CC=C3)C2)=C(O)C(O)=C1O)N1CCC2=CC=C(S(=O)N3CCC(CC4=CC=CC=C4)CC3)C=C2C1.O=C(C1=CC(S(=O)(=O)N2CCC3=C(C=CC=C3)C2)=C(O)C(O)=C1O)N1CCC2=CC=C(S(=O)NCC3=CC=CC=C3)C=C2C1 Chemical compound C=O.C=O.C=O.C=O.C=O.CCC(CC)CNS(=O)C1=CC2=C(C=C1)CCN(C(=O)C1=CC(S(=O)(=O)N3CCC4=C(C=CC=C4)C3)=C(O)C(O)=C1O)C2.CN(CCC1=CC=CC=C1)S(=O)C1=CC2=C(C=C1)CCN(C(=O)C1=CC(S(=O)(=O)N3CCC4=C(C=CC=C4)C3)=C(O)C(O)=C1O)C2.O=C(C1=CC(S(=O)(=O)N2CCC3=C(C=CC=C3)C2)=C(O)C(O)=C1O)N1CCC2=C(C=C(S(=O)NCCCC3=CC=CC=C3)C=C2)C1.O=C(C1=CC(S(=O)(=O)N2CCC3=C(C=CC=C3)C2)=C(O)C(O)=C1O)N1CCC2=CC=C(S(=O)N3CCC(CC4=CC=CC=C4)CC3)C=C2C1.O=C(C1=CC(S(=O)(=O)N2CCC3=C(C=CC=C3)C2)=C(O)C(O)=C1O)N1CCC2=CC=C(S(=O)NCC3=CC=CC=C3)C=C2C1 LCUNYXIRFNRAMZ-UHFFFAOYSA-N 0.000 description 1
- ZQOIDZKCXSOSEF-UHFFFAOYSA-N C=O.C=O.C=O.C=O.CN(CCC1=CC=CC=C1)S(=O)(=O)C1=C(O)C(O)=C(O)C(C(=O)N2CCC3=C(C=C(S(=O)NCCC4=CC=CC=C4)C=C3)C2)=C1.NS(=O)(=O)C1=CC=C(CCNS(=O)(=O)C2=CC3=C(C=C2)CCN(C(=O)C2=CC(S(=O)(=O)N4CCC5=C(C=CC=C5)C4)=C(O)C(O)=C2O)C3)C=C1.O=C(C1=CC(S(=O)(=O)N2CCC3=C(C=CC=C3)C2)=C(O)C(O)=C1O)N1CCC2=C(C=C(S(=O)NCCC3=CC(Cl)=CC=C3)C=C2)C1.O=C(C1=CC(S(=O)(=O)N2CCC3=C(C=CC=C3)C2)=C(O)C(O)=C1O)N1CCC2=C(C=C(S(=O)NCCC3=CC(OC4=CC=CC=C4)=CC=C3)C=C2)C1.O=C(C1=CC(S(=O)(=O)N2CCC3=C(C=CC=C3)C2)=C(O)C(O)=C1O)N1CCC2=C(C=C(S(=O)NCCC3=CC=C(Cl)C=C3)C=C2)C1 Chemical compound C=O.C=O.C=O.C=O.CN(CCC1=CC=CC=C1)S(=O)(=O)C1=C(O)C(O)=C(O)C(C(=O)N2CCC3=C(C=C(S(=O)NCCC4=CC=CC=C4)C=C3)C2)=C1.NS(=O)(=O)C1=CC=C(CCNS(=O)(=O)C2=CC3=C(C=C2)CCN(C(=O)C2=CC(S(=O)(=O)N4CCC5=C(C=CC=C5)C4)=C(O)C(O)=C2O)C3)C=C1.O=C(C1=CC(S(=O)(=O)N2CCC3=C(C=CC=C3)C2)=C(O)C(O)=C1O)N1CCC2=C(C=C(S(=O)NCCC3=CC(Cl)=CC=C3)C=C2)C1.O=C(C1=CC(S(=O)(=O)N2CCC3=C(C=CC=C3)C2)=C(O)C(O)=C1O)N1CCC2=C(C=C(S(=O)NCCC3=CC(OC4=CC=CC=C4)=CC=C3)C=C2)C1.O=C(C1=CC(S(=O)(=O)N2CCC3=C(C=CC=C3)C2)=C(O)C(O)=C1O)N1CCC2=C(C=C(S(=O)NCCC3=CC=C(Cl)C=C3)C=C2)C1 ZQOIDZKCXSOSEF-UHFFFAOYSA-N 0.000 description 1
- RKKUPKMOOLBBAJ-UHFFFAOYSA-N C=O.C=O.C=O.CC(C)(C)C1=CC=C(CCC2=C(O)C(O)=C(O)C(C(=O)CC3=CC=C(S(=O)(=O)C4=C(C(C)(C)C)C=CC=C4)C=C3)=C2)C=C1.CC(C)C1=C(CC2=C(O)C(O)=C(O)C(C(=O)CC3=CC=C(S(=O)(=O)C4=C(C(C)(C)C)C=CC=C4)C=C3)=C2)C=CC=C1.CN(CCCC1=CC=CC=C1)S(=O)(=O)C1=C(O)C(O)=C(O)C(C(=O)N2CCC3=C(C=C(S(=O)NCCC4=CC=CC=C4)C=C3)C2)=C1.O=C(C1=CC(C(=O)N2CCC3=C(C=CC=C3)C2)=C(O)C(O)=C1O)N1CCC2=CC=C(S(=O)N3CCCCC3)C=C2C1.O=C(NCC1=CC=CC=C1)C1=C(O)C(O)=C(O)C(C(=O)N2CCC3=CC=C(S(=O)N4CCCCC4)C=C3C2)=C1 Chemical compound C=O.C=O.C=O.CC(C)(C)C1=CC=C(CCC2=C(O)C(O)=C(O)C(C(=O)CC3=CC=C(S(=O)(=O)C4=C(C(C)(C)C)C=CC=C4)C=C3)=C2)C=C1.CC(C)C1=C(CC2=C(O)C(O)=C(O)C(C(=O)CC3=CC=C(S(=O)(=O)C4=C(C(C)(C)C)C=CC=C4)C=C3)=C2)C=CC=C1.CN(CCCC1=CC=CC=C1)S(=O)(=O)C1=C(O)C(O)=C(O)C(C(=O)N2CCC3=C(C=C(S(=O)NCCC4=CC=CC=C4)C=C3)C2)=C1.O=C(C1=CC(C(=O)N2CCC3=C(C=CC=C3)C2)=C(O)C(O)=C1O)N1CCC2=CC=C(S(=O)N3CCCCC3)C=C2C1.O=C(NCC1=CC=CC=C1)C1=C(O)C(O)=C(O)C(C(=O)N2CCC3=CC=C(S(=O)N4CCCCC4)C=C3C2)=C1 RKKUPKMOOLBBAJ-UHFFFAOYSA-N 0.000 description 1
- ZSOOBVISRNNXOY-UHFFFAOYSA-N CC(=O)OC1=C(OC(C)=O)C(OC(C)=O)=C(S(=O)(=O)N2CCC3=C(C=CC=C3)C2)C=C1C(=O)N1CCC2=C(C=C(S(=O)(=O)NCCC3=CC=C([N+](=O)[O-])C=C3)C=C2)C1 Chemical compound CC(=O)OC1=C(OC(C)=O)C(OC(C)=O)=C(S(=O)(=O)N2CCC3=C(C=CC=C3)C2)C=C1C(=O)N1CCC2=C(C=C(S(=O)(=O)NCCC3=CC=C([N+](=O)[O-])C=C3)C=C2)C1 ZSOOBVISRNNXOY-UHFFFAOYSA-N 0.000 description 1
- UXKACHJXKIUNTI-UHFFFAOYSA-N CC(=O)OC1=C(OC(C)=O)C(OC(C)=O)=C(S(=O)(=O)NCCCC2=CC=CC=C2)C=C1C(=O)N1CCC2=C(C=C(S(=O)(=O)NCCC3=CC=C([N+](=O)[O-])C=C3)C=C2)C1 Chemical compound CC(=O)OC1=C(OC(C)=O)C(OC(C)=O)=C(S(=O)(=O)NCCCC2=CC=CC=C2)C=C1C(=O)N1CCC2=C(C=C(S(=O)(=O)NCCC3=CC=C([N+](=O)[O-])C=C3)C=C2)C1 UXKACHJXKIUNTI-UHFFFAOYSA-N 0.000 description 1
- ZLNGZHMCOGIRSA-UHFFFAOYSA-N CC(C)(C)C1=C(NC2CCN(S(=O)(=O)C3=CC=C(NC(=O)C4=CC(S(=O)(=O)N5CCC6=C(C=CC=C6)C5)=CC(O)=C4O)C=C3)CC2)C=CC=C1 Chemical compound CC(C)(C)C1=C(NC2CCN(S(=O)(=O)C3=CC=C(NC(=O)C4=CC(S(=O)(=O)N5CCC6=C(C=CC=C6)C5)=CC(O)=C4O)C=C3)CC2)C=CC=C1 ZLNGZHMCOGIRSA-UHFFFAOYSA-N 0.000 description 1
- BQJKUUVOWVBKNB-UHFFFAOYSA-N CC(C)(C)C1=C(OC2=CC=C(NC(=O)C3=CC(C4=CC=C5C=CC=CC5=C4)=C(O)C(O)=C3O)C=C2)C=CC=C1 Chemical compound CC(C)(C)C1=C(OC2=CC=C(NC(=O)C3=CC(C4=CC=C5C=CC=CC5=C4)=C(O)C(O)=C3O)C=C2)C=CC=C1 BQJKUUVOWVBKNB-UHFFFAOYSA-N 0.000 description 1
- WGGROPKUZKHSCP-UHFFFAOYSA-N CC(C)(C)C1=C(S(=O)(=O)C2=CC=C(CC(=O)C3=CC(S(=O)(=O)CCCCC4=CC=CC=C4)=CC(O)=C3O)C=C2)C=CC=C1.CC(C)(C)C1=CC=C(CCC2=CC(O)=C(O)C(C(=O)CC3=CC=C(S(=O)(=O)N4CCN(C5=NC=CC=N5)CC4)C=C3)=C2)C=C1.CC1=CC=C(S(=O)(=O)C2=CC=C(Cl)C(CC(=O)C3=CC(CC4=C(C(C)C)C=CC=C4)=C(O)C(O)=C3O)=C2)C=C1.COC1=C(CC(=O)C2=CC(S(=O)(=O)N3CCC4=C(C=CC=C4)C3)=CC(O)=C2O)C=C(S(=O)(=O)NC2=C(C(C)C)C=CC=C2)C=C1.O=C(CC1=CC=C(S(=O)(=O)N2CCCCC2)C=C1)C1=CC(S(=O)(=O)N2CCC3=C(C=CC=C3)C2)=CC(O)=C1O Chemical compound CC(C)(C)C1=C(S(=O)(=O)C2=CC=C(CC(=O)C3=CC(S(=O)(=O)CCCCC4=CC=CC=C4)=CC(O)=C3O)C=C2)C=CC=C1.CC(C)(C)C1=CC=C(CCC2=CC(O)=C(O)C(C(=O)CC3=CC=C(S(=O)(=O)N4CCN(C5=NC=CC=N5)CC4)C=C3)=C2)C=C1.CC1=CC=C(S(=O)(=O)C2=CC=C(Cl)C(CC(=O)C3=CC(CC4=C(C(C)C)C=CC=C4)=C(O)C(O)=C3O)=C2)C=C1.COC1=C(CC(=O)C2=CC(S(=O)(=O)N3CCC4=C(C=CC=C4)C3)=CC(O)=C2O)C=C(S(=O)(=O)NC2=C(C(C)C)C=CC=C2)C=C1.O=C(CC1=CC=C(S(=O)(=O)N2CCCCC2)C=C1)C1=CC(S(=O)(=O)N2CCC3=C(C=CC=C3)C2)=CC(O)=C1O WGGROPKUZKHSCP-UHFFFAOYSA-N 0.000 description 1
- FZPIHHPAYQBEBQ-UHFFFAOYSA-N CC(C)(C)C1=C(S(=O)(=O)C2=CC=C(NC(=O)C3=C(O)C(O)=C(O)C(/C4=N/C5=CC=CC=C5S4)=C3)C=C2)C=CC=C1 Chemical compound CC(C)(C)C1=C(S(=O)(=O)C2=CC=C(NC(=O)C3=C(O)C(O)=C(O)C(/C4=N/C5=CC=CC=C5S4)=C3)C=C2)C=CC=C1 FZPIHHPAYQBEBQ-UHFFFAOYSA-N 0.000 description 1
- SEUAJJKHTDASMN-UHFFFAOYSA-N CC(C)(C)C1=C(S(=O)(=O)C2=CC=C(NC(=O)C3=C(O)C=CC(C4=CC5=CC=CC=C5C=C4)=C3)C=C2)C=CC=C1 Chemical compound CC(C)(C)C1=C(S(=O)(=O)C2=CC=C(NC(=O)C3=C(O)C=CC(C4=CC5=CC=CC=C5C=C4)=C3)C=C2)C=CC=C1 SEUAJJKHTDASMN-UHFFFAOYSA-N 0.000 description 1
- JRLXPNJJKAIXGD-UHFFFAOYSA-N CC(C)(C)C1=C(S(=O)(=O)C2=CC=C(NC(=O)C3=CC(C4=CC=C5C=CC=CC5=C4)=C(O)C(O)=C3O)C=C2)C=CC=C1 Chemical compound CC(C)(C)C1=C(S(=O)(=O)C2=CC=C(NC(=O)C3=CC(C4=CC=C5C=CC=CC5=C4)=C(O)C(O)=C3O)C=C2)C=CC=C1 JRLXPNJJKAIXGD-UHFFFAOYSA-N 0.000 description 1
- MOHMVGAUHKZJMK-UHFFFAOYSA-N CC(C)(C)C1=C(S(=O)(=O)C2=CC=C(NC(=O)C3=CC(CC4=C5C=CC=CC5=CC=C4)=C(O)C(O)=C3O)C=C2)C=CC=C1 Chemical compound CC(C)(C)C1=C(S(=O)(=O)C2=CC=C(NC(=O)C3=CC(CC4=C5C=CC=CC5=CC=C4)=C(O)C(O)=C3O)C=C2)C=CC=C1 MOHMVGAUHKZJMK-UHFFFAOYSA-N 0.000 description 1
- KBYKZTMPVIZDCR-UHFFFAOYSA-N CC(C)(C)C1=C(S(=O)(=O)C2=CC=C(NC(=O)C3=CC(CC4=CC=C5C=CC=CC5=C4)=C(O)C(O)=C3O)C=C2)C=CC=C1 Chemical compound CC(C)(C)C1=C(S(=O)(=O)C2=CC=C(NC(=O)C3=CC(CC4=CC=C5C=CC=CC5=C4)=C(O)C(O)=C3O)C=C2)C=CC=C1 KBYKZTMPVIZDCR-UHFFFAOYSA-N 0.000 description 1
- DGTSKVCDKOPWPQ-UHFFFAOYSA-N CC(C)(C)C1=C(S(=O)(=O)C2=CC=C(NC(=O)C3=CC(CC4=CC=CC=C4)=C(O)C(O)=C3O)C=C2)C=CC=C1 Chemical compound CC(C)(C)C1=C(S(=O)(=O)C2=CC=C(NC(=O)C3=CC(CC4=CC=CC=C4)=C(O)C(O)=C3O)C=C2)C=CC=C1 DGTSKVCDKOPWPQ-UHFFFAOYSA-N 0.000 description 1
- JDKDMJFDLGUSFW-UHFFFAOYSA-N CC(C)(C)C1=C(S(=O)(=O)C2=CC=C(NC(=O)C3=CC(S(=O)(=O)N4CCC(CC5=CC=CC=C5)CC4)=CC(O)=C3O)C=C2)C=CC=C1 Chemical compound CC(C)(C)C1=C(S(=O)(=O)C2=CC=C(NC(=O)C3=CC(S(=O)(=O)N4CCC(CC5=CC=CC=C5)CC4)=CC(O)=C3O)C=C2)C=CC=C1 JDKDMJFDLGUSFW-UHFFFAOYSA-N 0.000 description 1
- JBKOSZCJFVSBEN-UHFFFAOYSA-N CC(C)(C)C1=C(S(=O)(=O)C2=CC=C(NC(=O)C3=CC(S(=O)(=O)N4CCC5=C(C=CC=C5)C4)=C(O)C(O)=C3O)C=C2)C=CC=C1 Chemical compound CC(C)(C)C1=C(S(=O)(=O)C2=CC=C(NC(=O)C3=CC(S(=O)(=O)N4CCC5=C(C=CC=C5)C4)=C(O)C(O)=C3O)C=C2)C=CC=C1 JBKOSZCJFVSBEN-UHFFFAOYSA-N 0.000 description 1
- POVWGTAFYXWZID-UHFFFAOYSA-N CC(C)(C)C1=C(S(=O)(=O)C2=CC=C(NC(=O)C3=CC(S(=O)(=O)NCCC4=CC=CC=C4)=CC(O)=C3O)C=C2)C=CC=C1 Chemical compound CC(C)(C)C1=C(S(=O)(=O)C2=CC=C(NC(=O)C3=CC(S(=O)(=O)NCCC4=CC=CC=C4)=CC(O)=C3O)C=C2)C=CC=C1 POVWGTAFYXWZID-UHFFFAOYSA-N 0.000 description 1
- CIHKAVISPLFNII-UHFFFAOYSA-N CC(C)(C)C1=C(S(=O)(=O)C2=CC=C(NC(=O)C3=CC(S(=O)(=O)NCCCC4=CC=CC=C4)=CC(O)=C3O)C=C2)C=CC=C1 Chemical compound CC(C)(C)C1=C(S(=O)(=O)C2=CC=C(NC(=O)C3=CC(S(=O)(=O)NCCCC4=CC=CC=C4)=CC(O)=C3O)C=C2)C=CC=C1 CIHKAVISPLFNII-UHFFFAOYSA-N 0.000 description 1
- SEELRRPHPJKYBZ-UHFFFAOYSA-N CC(C)(C)C1=C(S(=O)(=O)C2=CC=C(NC(=O)C3=CC(S(=O)(=O)NCCCCC4=CC=CC=C4)=CC(O)=C3O)C=C2)C=CC=C1 Chemical compound CC(C)(C)C1=C(S(=O)(=O)C2=CC=C(NC(=O)C3=CC(S(=O)(=O)NCCCCC4=CC=CC=C4)=CC(O)=C3O)C=C2)C=CC=C1 SEELRRPHPJKYBZ-UHFFFAOYSA-N 0.000 description 1
- PSZCTJYFJNKHIF-UHFFFAOYSA-N CC(C)(C)C1=CC=C(C2=C(O)C(O)=C(O)C(CC3=CC=CC=C3)=C2)C=C1 Chemical compound CC(C)(C)C1=CC=C(C2=C(O)C(O)=C(O)C(CC3=CC=CC=C3)=C2)C=C1 PSZCTJYFJNKHIF-UHFFFAOYSA-N 0.000 description 1
- XQDVIAIXVJTSML-UHFFFAOYSA-N CC(C)(C)C1=CC=C(CC2=C(O)C(O)=C(O)C(C(=O)NC3=CC(S(=O)(=O)C4=CC=C(Cl)C=C4)=CC=C3Cl)=C2)C=C1 Chemical compound CC(C)(C)C1=CC=C(CC2=C(O)C(O)=C(O)C(C(=O)NC3=CC(S(=O)(=O)C4=CC=C(Cl)C=C4)=CC=C3Cl)=C2)C=C1 XQDVIAIXVJTSML-UHFFFAOYSA-N 0.000 description 1
- ZWYQLHZZNMMDHM-UHFFFAOYSA-N CC(C)(C)C1=CC=C(CC2=C(O)C(O)=C(O)C(C(=O)NC3=CC=C(S(=O)(=O)C4=C(C(C)(C)C)C=CC=C4)C=C3)=C2)C=C1 Chemical compound CC(C)(C)C1=CC=C(CC2=C(O)C(O)=C(O)C(C(=O)NC3=CC=C(S(=O)(=O)C4=C(C(C)(C)C)C=CC=C4)C=C3)=C2)C=C1 ZWYQLHZZNMMDHM-UHFFFAOYSA-N 0.000 description 1
- ZNDXCEFCRGIYNP-UHFFFAOYSA-N CC(C)(C)C1=CC=C(CC2=C(O)C(O)=C(O)C(C(=O)NC3=CC=C(S(=O)(=O)C4=CC=C(C(C)(C)C)C=C4)C(C(F)(F)F)=C3)=C2)C=C1 Chemical compound CC(C)(C)C1=CC=C(CC2=C(O)C(O)=C(O)C(C(=O)NC3=CC=C(S(=O)(=O)C4=CC=C(C(C)(C)C)C=C4)C(C(F)(F)F)=C3)=C2)C=C1 ZNDXCEFCRGIYNP-UHFFFAOYSA-N 0.000 description 1
- WCHGTUWHWANIRM-UHFFFAOYSA-N CC(C)(C)C1=CC=C(CCC2=C(O)C(C(=O)O)=CC(C3=CC4=CC=CC=C4C=C3)=C2)C=C1 Chemical compound CC(C)(C)C1=CC=C(CCC2=C(O)C(C(=O)O)=CC(C3=CC4=CC=CC=C4C=C3)=C2)C=C1 WCHGTUWHWANIRM-UHFFFAOYSA-N 0.000 description 1
- YOMMGJYCIYVOCW-UHFFFAOYSA-N CC(C)(C)C1=CC=C(CCC2=C(O)C(O)=C(O)C(C(=O)NC3=CC(S(=O)(=O)C4=CC=C(Br)C=C4)=CC=C3Cl)=C2)C=C1 Chemical compound CC(C)(C)C1=CC=C(CCC2=C(O)C(O)=C(O)C(C(=O)NC3=CC(S(=O)(=O)C4=CC=C(Br)C=C4)=CC=C3Cl)=C2)C=C1 YOMMGJYCIYVOCW-UHFFFAOYSA-N 0.000 description 1
- OXDBOUDAEYWYOR-UHFFFAOYSA-N CC(C)(C)C1=CC=C(CCC2=C(O)C(O)=C(O)C(C(=O)NC3=CC=C(S(=O)(=O)C4=CC=C(C(C)(C)C)C=C4)C(C(F)(F)F)=C3)=C2)C=C1 Chemical compound CC(C)(C)C1=CC=C(CCC2=C(O)C(O)=C(O)C(C(=O)NC3=CC=C(S(=O)(=O)C4=CC=C(C(C)(C)C)C=C4)C(C(F)(F)F)=C3)=C2)C=C1 OXDBOUDAEYWYOR-UHFFFAOYSA-N 0.000 description 1
- CSAPJKDTQPNGBH-UHFFFAOYSA-N CC(C)(C)C1=CC=C(CCC2=CC(C(=O)NC3=CC(S(=O)(=O)C4=CC=C(Cl)C=C4)=CC=C3Cl)=C(O)C(O)=C2O)C=C1 Chemical compound CC(C)(C)C1=CC=C(CCC2=CC(C(=O)NC3=CC(S(=O)(=O)C4=CC=C(Cl)C=C4)=CC=C3Cl)=C(O)C(O)=C2O)C=C1 CSAPJKDTQPNGBH-UHFFFAOYSA-N 0.000 description 1
- WKRZZUBGQUPHKX-UHFFFAOYSA-N CC(C)(C)C1=CC=C(CCC2=CC(C(=O)NC3=CC(S(=O)(=O)C4=CC=CC=C4)=CC=C3)=C(O)C(O)=C2O)C=C1 Chemical compound CC(C)(C)C1=CC=C(CCC2=CC(C(=O)NC3=CC(S(=O)(=O)C4=CC=CC=C4)=CC=C3)=C(O)C(O)=C2O)C=C1 WKRZZUBGQUPHKX-UHFFFAOYSA-N 0.000 description 1
- JUSOXSVWJNLHNH-UHFFFAOYSA-N CC(C)(C)C1=CC=C(CCC2=CC(O)=C(O)C(C(=O)NC3=CC=C(S(=O)(=O)N4CCN(C5=CC=CC=C5)CC4)C=C3)=C2)C=C1 Chemical compound CC(C)(C)C1=CC=C(CCC2=CC(O)=C(O)C(C(=O)NC3=CC=C(S(=O)(=O)N4CCN(C5=CC=CC=C5)CC4)C=C3)=C2)C=C1 JUSOXSVWJNLHNH-UHFFFAOYSA-N 0.000 description 1
- RLWYQHUDNJZZDC-UHFFFAOYSA-N CC(C)(C)C1=CC=C(CCC2=CC(O)=C(O)C(C(=O)NC3=CC=C(S(=O)(=O)N4CCN(C5=CC=CC=N5)CC4)C=C3)=C2)C=C1 Chemical compound CC(C)(C)C1=CC=C(CCC2=CC(O)=C(O)C(C(=O)NC3=CC=C(S(=O)(=O)N4CCN(C5=CC=CC=N5)CC4)C=C3)=C2)C=C1 RLWYQHUDNJZZDC-UHFFFAOYSA-N 0.000 description 1
- IIBZHKMAEQDOSY-UHFFFAOYSA-N CC(C)(C)C1=CC=C(CCC2=CC(O)=C(O)C(C(=O)NC3=CC=C(S(=O)(=O)N4CCN(C5=NC=CC=N5)CC4)C=C3)=C2)C=C1 Chemical compound CC(C)(C)C1=CC=C(CCC2=CC(O)=C(O)C(C(=O)NC3=CC=C(S(=O)(=O)N4CCN(C5=NC=CC=N5)CC4)C=C3)=C2)C=C1 IIBZHKMAEQDOSY-UHFFFAOYSA-N 0.000 description 1
- IKHYOAKBAXPUJB-UHFFFAOYSA-N CC(C)(C)C1=CC=C(CCNS(=O)(=O)C2=CC3=C(C=C2)CCN(C(=O)C2=CC(S(=O)(=O)N4CCC5=C(C=CC=C5)C4)=C(O)C(O)=C2O)C3)C=C1 Chemical compound CC(C)(C)C1=CC=C(CCNS(=O)(=O)C2=CC3=C(C=C2)CCN(C(=O)C2=CC(S(=O)(=O)N4CCC5=C(C=CC=C5)C4)=C(O)C(O)=C2O)C3)C=C1 IKHYOAKBAXPUJB-UHFFFAOYSA-N 0.000 description 1
- BUNLTNXUFBXEEJ-UHFFFAOYSA-N CC(C)(C)C1=CC=C(CNC(=O)C2=C(O)C(O)=C(O)C(CCC3=CC=CC=C3)=C2)C=C1 Chemical compound CC(C)(C)C1=CC=C(CNC(=O)C2=C(O)C(O)=C(O)C(CCC3=CC=CC=C3)=C2)C=C1 BUNLTNXUFBXEEJ-UHFFFAOYSA-N 0.000 description 1
- OZBVNPXMOLYSIU-UHFFFAOYSA-N CC(C)(C)C1=CC=C(S(=O)(=O)C2=CC=C(NC(=O)C3=C(O)C(O)=C(O)C(CCC4=CC=CC=C4)=C3)C=C2C(F)(F)F)C=C1 Chemical compound CC(C)(C)C1=CC=C(S(=O)(=O)C2=CC=C(NC(=O)C3=C(O)C(O)=C(O)C(CCC4=CC=CC=C4)=C3)C=C2C(F)(F)F)C=C1 OZBVNPXMOLYSIU-UHFFFAOYSA-N 0.000 description 1
- IKNZPIWGEUWYTD-UHFFFAOYSA-N CC(C)(C)C1=CC=CC=C1S(=O)(=O)C1=CC=C(NC(=O)C2=CC(C3=C4C=CC=CC4=CC=C3)=C(O)C(O)=C2O)C=C1 Chemical compound CC(C)(C)C1=CC=CC=C1S(=O)(=O)C1=CC=C(NC(=O)C2=CC(C3=C4C=CC=CC4=CC=C3)=C(O)C(O)=C2O)C=C1 IKNZPIWGEUWYTD-UHFFFAOYSA-N 0.000 description 1
- ZVXPIUUGHRQUAD-UHFFFAOYSA-N CC(C)(C)C1=CC=CC=C1S(=O)(=O)C1=CC=C(NC(=O)C2=CC(C3=CC4=C(C=CC=C4)C=C3)=C(O)C(O)=C2)C=C1 Chemical compound CC(C)(C)C1=CC=CC=C1S(=O)(=O)C1=CC=C(NC(=O)C2=CC(C3=CC4=C(C=CC=C4)C=C3)=C(O)C(O)=C2)C=C1 ZVXPIUUGHRQUAD-UHFFFAOYSA-N 0.000 description 1
- IOQWWMIMYMJWSR-UHFFFAOYSA-N CC(C)(C)C1=CC=CC=C1S(=O)(=O)C1=CC=C(NC(=O)C2=CC(C3=CC4=C(C=CC=C4)C=C3)=CC(O)=C2O)C=C1 Chemical compound CC(C)(C)C1=CC=CC=C1S(=O)(=O)C1=CC=C(NC(=O)C2=CC(C3=CC4=C(C=CC=C4)C=C3)=CC(O)=C2O)C=C1 IOQWWMIMYMJWSR-UHFFFAOYSA-N 0.000 description 1
- QISFAXXCSMXNGO-UHFFFAOYSA-N CC(C)(C)C1=CC=CC=C1S(=O)(=O)C1=CC=C(NC(=O)C2=CC(C3=CC4=CC=CC=C4S3)=C(O)C(O)=C2O)C=C1 Chemical compound CC(C)(C)C1=CC=CC=C1S(=O)(=O)C1=CC=C(NC(=O)C2=CC(C3=CC4=CC=CC=C4S3)=C(O)C(O)=C2O)C=C1 QISFAXXCSMXNGO-UHFFFAOYSA-N 0.000 description 1
- UNYCMLRUTOBLQY-UHFFFAOYSA-N CC(C)(C)C1=CC=CC=C1S(=O)(=O)C1=CC=C(NC(=O)C2=CC(C3=CC=C(C4=CC=CC5=C4C=CC=C5)C=C3)=C(O)C(O)=C2O)C=C1 Chemical compound CC(C)(C)C1=CC=CC=C1S(=O)(=O)C1=CC=C(NC(=O)C2=CC(C3=CC=C(C4=CC=CC5=C4C=CC=C5)C=C3)=C(O)C(O)=C2O)C=C1 UNYCMLRUTOBLQY-UHFFFAOYSA-N 0.000 description 1
- ZCJODLCYYPCOLC-UHFFFAOYSA-N CC(C)(C)C1=CC=CC=C1S(=O)(=O)C1=CC=C(NC(=O)C2=CC(C3=CC=C(C4=CC=CC=C4)C=C3)=C(O)C(O)=C2O)C=C1 Chemical compound CC(C)(C)C1=CC=CC=C1S(=O)(=O)C1=CC=C(NC(=O)C2=CC(C3=CC=C(C4=CC=CC=C4)C=C3)=C(O)C(O)=C2O)C=C1 ZCJODLCYYPCOLC-UHFFFAOYSA-N 0.000 description 1
- AHYXAUGIWAVVMR-UHFFFAOYSA-N CC(C)(C)CC1=C(O)C(O)=C(O)C(CC2=CC=C(OC3=CC=CC=C3)C=C2)=C1 Chemical compound CC(C)(C)CC1=C(O)C(O)=C(O)C(CC2=CC=C(OC3=CC=CC=C3)C=C2)=C1 AHYXAUGIWAVVMR-UHFFFAOYSA-N 0.000 description 1
- YZRFIKHDWGHOCM-UHFFFAOYSA-N CC(C)C1=C(CC2=C(O)C(O)=C(O)C(C(=O)NC3=CC(Cl)=C(S(=O)(=O)C4=C(C(C)(C)C)C=CC=C4)C=C3)=C2)C=CC=C1 Chemical compound CC(C)C1=C(CC2=C(O)C(O)=C(O)C(C(=O)NC3=CC(Cl)=C(S(=O)(=O)C4=C(C(C)(C)C)C=CC=C4)C=C3)=C2)C=CC=C1 YZRFIKHDWGHOCM-UHFFFAOYSA-N 0.000 description 1
- JASSBEQEPJWJEO-UHFFFAOYSA-N CC(C)C1=C(CC2=C(O)C(O)=C(O)C(C(=O)NC3=CC(S(=O)(=O)C4=CC=C(Br)C=C4)=CC=C3Cl)=C2)C=CC=C1 Chemical compound CC(C)C1=C(CC2=C(O)C(O)=C(O)C(C(=O)NC3=CC(S(=O)(=O)C4=CC=C(Br)C=C4)=CC=C3Cl)=C2)C=CC=C1 JASSBEQEPJWJEO-UHFFFAOYSA-N 0.000 description 1
- PRCQXJUFLNYVIU-UHFFFAOYSA-N CC(C)C1=C(CC2=C(O)C(O)=C(O)C(C(=O)NC3=CC(S(=O)(=O)C4=CC=C(Cl)C=C4)=CC=C3Cl)=C2)C=CC=C1 Chemical compound CC(C)C1=C(CC2=C(O)C(O)=C(O)C(C(=O)NC3=CC(S(=O)(=O)C4=CC=C(Cl)C=C4)=CC=C3Cl)=C2)C=CC=C1 PRCQXJUFLNYVIU-UHFFFAOYSA-N 0.000 description 1
- PQAPVTKIEGUPRN-UHFFFAOYSA-N CC(C)C1=C(CC2=C(O)C(O)=C(O)C(C(=O)NC3=CC=C(S(=O)(=O)C4=C(C(C)(C)C)C=CC=C4)C=C3)=C2)C=CC=C1 Chemical compound CC(C)C1=C(CC2=C(O)C(O)=C(O)C(C(=O)NC3=CC=C(S(=O)(=O)C4=C(C(C)(C)C)C=CC=C4)C=C3)=C2)C=CC=C1 PQAPVTKIEGUPRN-UHFFFAOYSA-N 0.000 description 1
- BWLHLQLAHHTHCO-UHFFFAOYSA-N CC(C)C1=C(CC2=C(O)C(O)=C(O)C(C(=O)NC3=CC=C(S(=O)(=O)C4=CC=C(C(C)(C)C)C=C4)C(C(F)(F)F)=C3)=C2)C=CC=C1 Chemical compound CC(C)C1=C(CC2=C(O)C(O)=C(O)C(C(=O)NC3=CC=C(S(=O)(=O)C4=CC=C(C(C)(C)C)C=C4)C(C(F)(F)F)=C3)=C2)C=CC=C1 BWLHLQLAHHTHCO-UHFFFAOYSA-N 0.000 description 1
- CJYBUIAOXWEIOW-UHFFFAOYSA-N CC(C)C1=C(CC2=C(O)C(O)=C(O)C(C(=O)NC3=CC=C(S(=O)(=O)NC(CC4=CC=CC=C4)C(=O)OCC4=CC=CC=C4)C=C3)=C2)C=CC=C1 Chemical compound CC(C)C1=C(CC2=C(O)C(O)=C(O)C(C(=O)NC3=CC=C(S(=O)(=O)NC(CC4=CC=CC=C4)C(=O)OCC4=CC=CC=C4)C=C3)=C2)C=CC=C1 CJYBUIAOXWEIOW-UHFFFAOYSA-N 0.000 description 1
- XMJWZQXRNLMHPW-UHFFFAOYSA-N CC(C)C1=C(CC2=C(O)C(O)=C(O)C(C(=O)NC3=CC=C(S(=O)C4=C(C(C)(C)C)C=CC=C4)C=C3)=C2)C=CC=C1 Chemical compound CC(C)C1=C(CC2=C(O)C(O)=C(O)C(C(=O)NC3=CC=C(S(=O)C4=C(C(C)(C)C)C=CC=C4)C=C3)=C2)C=CC=C1 XMJWZQXRNLMHPW-UHFFFAOYSA-N 0.000 description 1
- CZZSOVDBGQETRN-UHFFFAOYSA-N CC(C)C1=C(CC2=C(O)C(O)=C(O)C(C(=O)NC3=CC=C4C(=C3)S(=O)(=O)C3=C4C=CC=C3)=C2)C=CC=C1 Chemical compound CC(C)C1=C(CC2=C(O)C(O)=C(O)C(C(=O)NC3=CC=C4C(=C3)S(=O)(=O)C3=C4C=CC=C3)=C2)C=CC=C1 CZZSOVDBGQETRN-UHFFFAOYSA-N 0.000 description 1
- VVVYNPPQHSQLJY-UHFFFAOYSA-N CC(C)C1=C(CC2=C(O)C(O)=C(O)C(C(=O)NC3=CC=CC(S(=O)(=O)C4=CC=CC=C4)=C3)=C2)C=CC=C1 Chemical compound CC(C)C1=C(CC2=C(O)C(O)=C(O)C(C(=O)NC3=CC=CC(S(=O)(=O)C4=CC=CC=C4)=C3)=C2)C=CC=C1 VVVYNPPQHSQLJY-UHFFFAOYSA-N 0.000 description 1
- YFUNZCCGVVGOJZ-UHFFFAOYSA-N CC(C)C1=C(CC2=CC(C(=O)NC3=C(Cl)C=CC=C3)=C(O)C(O)=C2O)C=CC=C1 Chemical compound CC(C)C1=C(CC2=CC(C(=O)NC3=C(Cl)C=CC=C3)=C(O)C(O)=C2O)C=CC=C1 YFUNZCCGVVGOJZ-UHFFFAOYSA-N 0.000 description 1
- QGRMZCWDASPIAT-UHFFFAOYSA-N CC(C)C1=C(CC2=CC(C(=O)NC3=CC=CC=C3)=C(O)C(O)=C2O)C=CC=C1 Chemical compound CC(C)C1=C(CC2=CC(C(=O)NC3=CC=CC=C3)=C(O)C(O)=C2O)C=CC=C1 QGRMZCWDASPIAT-UHFFFAOYSA-N 0.000 description 1
- KVKWCQORNVUQLD-UHFFFAOYSA-N CC(C)C1=C(CC2=CC=C(O)C(O)=C2O)C=CC=C1 Chemical compound CC(C)C1=C(CC2=CC=C(O)C(O)=C2O)C=CC=C1 KVKWCQORNVUQLD-UHFFFAOYSA-N 0.000 description 1
- VRKFISJDFOXLSK-UHFFFAOYSA-N CC(C)C1=C(NC2CCN(S(=O)(=O)C3=CC=C(NC(=O)C4=CC(S(=O)(=O)N5CCC6=C(C=CC=C6)C5)=CC(O)=C4O)C=C3)CC2)C=CC=C1 Chemical compound CC(C)C1=C(NC2CCN(S(=O)(=O)C3=CC=C(NC(=O)C4=CC(S(=O)(=O)N5CCC6=C(C=CC=C6)C5)=CC(O)=C4O)C=C3)CC2)C=CC=C1 VRKFISJDFOXLSK-UHFFFAOYSA-N 0.000 description 1
- CFAHZGOTBNOGQI-UHFFFAOYSA-N CC(C)C1=C(NS(=O)(=O)C2=CC=C(NC(=O)C3=CC(/C4=N/C5=CC=CC=C5S4)=C(O)C(O)=C3O)C=C2)C=CC=C1 Chemical compound CC(C)C1=C(NS(=O)(=O)C2=CC=C(NC(=O)C3=CC(/C4=N/C5=CC=CC=C5S4)=C(O)C(O)=C3O)C=C2)C=CC=C1 CFAHZGOTBNOGQI-UHFFFAOYSA-N 0.000 description 1
- QDGGZDBYCDBSGQ-UHFFFAOYSA-N CC(C)C1=C(O)C(O)=C(O)C(C(=O)N2CCC3=C(C=C(S(=O)(=O)NCCC4=CC=CC=C4)C=C3)C2)=C1 Chemical compound CC(C)C1=C(O)C(O)=C(O)C(C(=O)N2CCC3=C(C=C(S(=O)(=O)NCCC4=CC=CC=C4)C=C3)C2)=C1 QDGGZDBYCDBSGQ-UHFFFAOYSA-N 0.000 description 1
- FKXRJBSNOFAWCV-UHFFFAOYSA-N CC(C)C1=C(O)C(O)=C(O)C(CC2=CC=C(OC3=CC=CC=C3)C=C2)=C1 Chemical compound CC(C)C1=C(O)C(O)=C(O)C(CC2=CC=C(OC3=CC=CC=C3)C=C2)=C1 FKXRJBSNOFAWCV-UHFFFAOYSA-N 0.000 description 1
- FJNUOXRKIPYVHM-UHFFFAOYSA-N CC(C)C1=CC(C(=O)CC2=CC3=C(C=CC=C3)C=C2)=C(O)C(O)=C1O Chemical compound CC(C)C1=CC(C(=O)CC2=CC3=C(C=CC=C3)C=C2)=C(O)C(O)=C1O FJNUOXRKIPYVHM-UHFFFAOYSA-N 0.000 description 1
- DYPPEJSMVQVBED-UHFFFAOYSA-N CC(C)C1=CC(C(=O)NC2=CC3=C(C=CC=C3)C=C2)=C(O)C(O)=C1O Chemical compound CC(C)C1=CC(C(=O)NC2=CC3=C(C=CC=C3)C=C2)=C(O)C(O)=C1O DYPPEJSMVQVBED-UHFFFAOYSA-N 0.000 description 1
- FSVTXBUCFBZMOF-UHFFFAOYSA-N CC(C)C1=CC(C2=CC=C(C(C)(C)C)C=C2)=C(O)C(O)=C1O Chemical compound CC(C)C1=CC(C2=CC=C(C(C)(C)C)C=C2)=C(O)C(O)=C1O FSVTXBUCFBZMOF-UHFFFAOYSA-N 0.000 description 1
- MAORTJQDBYJZRO-UHFFFAOYSA-N CC(C)C1=CC(CC2=CC(CC3=CC=CC=C3)=C(O)C(O)=C2O)=CC=C1O Chemical compound CC(C)C1=CC(CC2=CC(CC3=CC=CC=C3)=C(O)C(O)=C2O)=CC=C1O MAORTJQDBYJZRO-UHFFFAOYSA-N 0.000 description 1
- HZQXQHCCHZSIIA-UHFFFAOYSA-N CC(C)C1=CC(CC2=CC(CC3=CC=CC=C3)=C(O)C(O)=C2O)=CC=C1OC1=C(C(F)(F)F)C=C(N)C=C1 Chemical compound CC(C)C1=CC(CC2=CC(CC3=CC=CC=C3)=C(O)C(O)=C2O)=CC=C1OC1=C(C(F)(F)F)C=C(N)C=C1 HZQXQHCCHZSIIA-UHFFFAOYSA-N 0.000 description 1
- JMZLXZQSZHPKKR-UHFFFAOYSA-N CC(C)C1=CC(CC2=CC(CC3=CC=CC=C3)=C(O)C(O)=C2O)=CC=C1OC1=C(C(F)(F)F)C=C([N+](=O)[O-])C=C1 Chemical compound CC(C)C1=CC(CC2=CC(CC3=CC=CC=C3)=C(O)C(O)=C2O)=CC=C1OC1=C(C(F)(F)F)C=C([N+](=O)[O-])C=C1 JMZLXZQSZHPKKR-UHFFFAOYSA-N 0.000 description 1
- ZPYNVLYVEUSAPT-UHFFFAOYSA-N CC(C)C1=CC(CC2=CC(CC3=CC=CC=C3)=C(O)C(O)=C2O)=CC=C1OC1=NC2=C(C=CC=C2)C=C1 Chemical compound CC(C)C1=CC(CC2=CC(CC3=CC=CC=C3)=C(O)C(O)=C2O)=CC=C1OC1=NC2=C(C=CC=C2)C=C1 ZPYNVLYVEUSAPT-UHFFFAOYSA-N 0.000 description 1
- QHLXMFVVNFOZQT-UHFFFAOYSA-N CC(C)C1=CC(CCC2=CC3=C(C=CC=C3)C=C2)=C(O)C(O)=C1O Chemical compound CC(C)C1=CC(CCC2=CC3=C(C=CC=C3)C=C2)=C(O)C(O)=C1O QHLXMFVVNFOZQT-UHFFFAOYSA-N 0.000 description 1
- MBFMHZRTPCDKCY-UHFFFAOYSA-N CC(C)C1=CC(NS(=O)(=O)C2=CC=C(NC(=O)C3=CC(CC4=C(C(C)C)C=CC=C4)=C(O)C(O)=C3O)C=C2)=CC=C1 Chemical compound CC(C)C1=CC(NS(=O)(=O)C2=CC=C(NC(=O)C3=CC(CC4=C(C(C)C)C=CC=C4)=C(O)C(O)=C3O)C=C2)=CC=C1 MBFMHZRTPCDKCY-UHFFFAOYSA-N 0.000 description 1
- UKMGNOMUKFXKOV-UHFFFAOYSA-N CC(C)C1=CC(NS(=O)(=O)C2=CC=C(NC(=O)C3=CC(CC4=CC=CC=C4)=C(O)C(O)=C3O)C=C2)=CC=C1 Chemical compound CC(C)C1=CC(NS(=O)(=O)C2=CC=C(NC(=O)C3=CC(CC4=CC=CC=C4)=C(O)C(O)=C3O)C=C2)=CC=C1 UKMGNOMUKFXKOV-UHFFFAOYSA-N 0.000 description 1
- WELLBHUVGLLHQN-UHFFFAOYSA-N CC(C)C1=CC(NS(=O)(=O)C2=CC=C(NC(=O)C3=CC=C(O)C(O)=C3O)C=C2)=CC=C1 Chemical compound CC(C)C1=CC(NS(=O)(=O)C2=CC=C(NC(=O)C3=CC=C(O)C(O)=C3O)C=C2)=CC=C1 WELLBHUVGLLHQN-UHFFFAOYSA-N 0.000 description 1
- KXRHRLNGGHKEAP-UHFFFAOYSA-N CC(C)C1=CC(O)=CC=C1C(=O)C1=CC(C(=O)C2=CC=C(OC3=CC=CC=C3)C=C2)=C(O)C(O)=C1O Chemical compound CC(C)C1=CC(O)=CC=C1C(=O)C1=CC(C(=O)C2=CC=C(OC3=CC=CC=C3)C=C2)=C(O)C(O)=C1O KXRHRLNGGHKEAP-UHFFFAOYSA-N 0.000 description 1
- FVLWXPPDRHTHNJ-UHFFFAOYSA-N CC(C)C1=CC(S(=O)(=O)N(C)C2=CC3=C(C=C2)C=C(C(=O)N(C)CCC2=CC=CC=C2)C=C3)=C(O)C(O)=C1O Chemical compound CC(C)C1=CC(S(=O)(=O)N(C)C2=CC3=C(C=C2)C=C(C(=O)N(C)CCC2=CC=CC=C2)C=C3)=C(O)C(O)=C1O FVLWXPPDRHTHNJ-UHFFFAOYSA-N 0.000 description 1
- IHGYUYDNMQRPKI-UHFFFAOYSA-N CC(C)C1=CC(S(=O)(=O)N(C)C2=CC3=C(C=C2)C=C(C(=O)N(CCC2=CC=CC=C2)CC2=CC=CC=C2)C=C3)=C(O)C(O)=C1O Chemical compound CC(C)C1=CC(S(=O)(=O)N(C)C2=CC3=C(C=C2)C=C(C(=O)N(CCC2=CC=CC=C2)CC2=CC=CC=C2)C=C3)=C(O)C(O)=C1O IHGYUYDNMQRPKI-UHFFFAOYSA-N 0.000 description 1
- JSIYKEMICXGEPO-UHFFFAOYSA-N CC(C)C1=CC(S(=O)(=O)N(C)C2=CC3=C(C=C2)C=C(C(=O)NCC2CCCCC2)C=C3)=C(O)C(O)=C1O Chemical compound CC(C)C1=CC(S(=O)(=O)N(C)C2=CC3=C(C=C2)C=C(C(=O)NCC2CCCCC2)C=C3)=C(O)C(O)=C1O JSIYKEMICXGEPO-UHFFFAOYSA-N 0.000 description 1
- NRRNTGKMVTUPPU-UHFFFAOYSA-N CC(C)C1=CC(S(=O)(=O)N(C)C2=CC3=C(C=CC=C3)C=C2)=C(O)C(O)=C1O Chemical compound CC(C)C1=CC(S(=O)(=O)N(C)C2=CC3=C(C=CC=C3)C=C2)=C(O)C(O)=C1O NRRNTGKMVTUPPU-UHFFFAOYSA-N 0.000 description 1
- DHSUEWFLLRWLII-UHFFFAOYSA-N CC(C)C1=CC(S(=O)(=O)N(C2=CC3=C(C=CC=C3)C=C2)C(C)C)=C(O)C(O)=C1O Chemical compound CC(C)C1=CC(S(=O)(=O)N(C2=CC3=C(C=CC=C3)C=C2)C(C)C)=C(O)C(O)=C1O DHSUEWFLLRWLII-UHFFFAOYSA-N 0.000 description 1
- JUKNIEXKPFMYKE-UHFFFAOYSA-N CC(C)C1=CC(S(=O)(=O)NC2=CC3=C(C=C2)C=C(C(=O)NCCC2=CC=CC=C2)C=C3)=C(O)C(O)=C1O Chemical compound CC(C)C1=CC(S(=O)(=O)NC2=CC3=C(C=C2)C=C(C(=O)NCCC2=CC=CC=C2)C=C3)=C(O)C(O)=C1O JUKNIEXKPFMYKE-UHFFFAOYSA-N 0.000 description 1
- IYEWIZOQHJWDON-UHFFFAOYSA-N CC(C)C1=CC(S(=O)(=O)NC2=CC3=C(C=C2)C=C(C(=O)NCCCC2=CC=CC=C2)C=C3)=C(O)C(O)=C1O Chemical compound CC(C)C1=CC(S(=O)(=O)NC2=CC3=C(C=C2)C=C(C(=O)NCCCC2=CC=CC=C2)C=C3)=C(O)C(O)=C1O IYEWIZOQHJWDON-UHFFFAOYSA-N 0.000 description 1
- QEZKMIJEYBDWPQ-UHFFFAOYSA-N CC(C)C1=CC(S(=O)(=O)NC2=CC3=C(C=C2)C=C(C(=O)NCCCC2=CC=CC=C2)C=C3)=C(O)C=C1 Chemical compound CC(C)C1=CC(S(=O)(=O)NC2=CC3=C(C=C2)C=C(C(=O)NCCCC2=CC=CC=C2)C=C3)=C(O)C=C1 QEZKMIJEYBDWPQ-UHFFFAOYSA-N 0.000 description 1
- AVKFEWUVBHQCOS-UHFFFAOYSA-N CC(C)C1=CC(S(=O)(=O)NC2=CC3=C(C=C2)C=C(C(=O)NCCCCC2=CC=CC=C2)C=C3)=C(O)C(O)=C1O Chemical compound CC(C)C1=CC(S(=O)(=O)NC2=CC3=C(C=C2)C=C(C(=O)NCCCCC2=CC=CC=C2)C=C3)=C(O)C(O)=C1O AVKFEWUVBHQCOS-UHFFFAOYSA-N 0.000 description 1
- PJIOFYXVKQAIRQ-UHFFFAOYSA-N CC(C)C1=CC(S(=O)(=O)NC2=CC3=C(C=CC=C3)C(O)=C2)=C(O)C(O)=C1O Chemical compound CC(C)C1=CC(S(=O)(=O)NC2=CC3=C(C=CC=C3)C(O)=C2)=C(O)C(O)=C1O PJIOFYXVKQAIRQ-UHFFFAOYSA-N 0.000 description 1
- CBBXYNVUDOVHCB-UHFFFAOYSA-N CC(C)C1=CC(S(=O)(=O)NC2=CC3=C(C=CC=C3)C=C2)=C(O)C(O)=C1O Chemical compound CC(C)C1=CC(S(=O)(=O)NC2=CC3=C(C=CC=C3)C=C2)=C(O)C(O)=C1O CBBXYNVUDOVHCB-UHFFFAOYSA-N 0.000 description 1
- HTEMKKRERMDUAS-UHFFFAOYSA-N CC(C)C1=CC(S(=O)(=O)NCCC2=CC=CC=C2)=C(O)C(O)=C1O Chemical compound CC(C)C1=CC(S(=O)(=O)NCCC2=CC=CC=C2)=C(O)C(O)=C1O HTEMKKRERMDUAS-UHFFFAOYSA-N 0.000 description 1
- LYMYYLBJBHILIL-UHFFFAOYSA-N CC(C)C1=CC=C(C(=O)C2=C(O)C(O)=C(O)C(CCCC3=CC=CC=C3)=C2)C=C1 Chemical compound CC(C)C1=CC=C(C(=O)C2=C(O)C(O)=C(O)C(CCCC3=CC=CC=C3)=C2)C=C1 LYMYYLBJBHILIL-UHFFFAOYSA-N 0.000 description 1
- LMAXCVDAKPFRGL-UHFFFAOYSA-N CC(C)C1=CC=C(CC2=CC(C(=O)NC3=CC(S(=O)(=O)C4=CC=C(Cl)C=C4)=CC=C3Cl)=C(O)C(O)=C2O)C=C1 Chemical compound CC(C)C1=CC=C(CC2=CC(C(=O)NC3=CC(S(=O)(=O)C4=CC=C(Cl)C=C4)=CC=C3Cl)=C(O)C(O)=C2O)C=C1 LMAXCVDAKPFRGL-UHFFFAOYSA-N 0.000 description 1
- IDXWNAQUQKURGH-UHFFFAOYSA-N CC(C)C1=CC=CC(NC(=O)C2=C(O)C(O)=C(O)C(CCC3=CC=CC=C3)=C2)=C1 Chemical compound CC(C)C1=CC=CC(NC(=O)C2=C(O)C(O)=C(O)C(CCC3=CC=CC=C3)=C2)=C1 IDXWNAQUQKURGH-UHFFFAOYSA-N 0.000 description 1
- GHSFTJFOXMGLOC-UHFFFAOYSA-N CC(C)C1=CC=CC(NS(=O)(=O)C2=CC=C(NC(=O)C3=CC(S(=O)(=O)N4CCC(CC5=CC=CC=C5)CC4)=CC(O)=C3O)C=C2)=C1 Chemical compound CC(C)C1=CC=CC(NS(=O)(=O)C2=CC=C(NC(=O)C3=CC(S(=O)(=O)N4CCC(CC5=CC=CC=C5)CC4)=CC(O)=C3O)C=C2)=C1 GHSFTJFOXMGLOC-UHFFFAOYSA-N 0.000 description 1
- SAMXKCLGPRVOMY-UHFFFAOYSA-N CC(C)C1=CC=CC=C1NS(=O)(=O)C1=CC=C(NC(=O)C2=CC(CC3=C(C(C)C)C=CC=C3)=C(O)C(O)=C2O)C=C1 Chemical compound CC(C)C1=CC=CC=C1NS(=O)(=O)C1=CC=C(NC(=O)C2=CC(CC3=C(C(C)C)C=CC=C3)=C(O)C(O)=C2O)C=C1 SAMXKCLGPRVOMY-UHFFFAOYSA-N 0.000 description 1
- LQUBWUWOVGXVLK-UHFFFAOYSA-N CC(C)C1=CC=CC=C1NS(=O)(=O)C1=CC=C(NC(=O)C2=CC(CC3=C4C=CC=CC4=CC=C3)=C(O)C(O)=C2O)C=C1 Chemical compound CC(C)C1=CC=CC=C1NS(=O)(=O)C1=CC=C(NC(=O)C2=CC(CC3=C4C=CC=CC4=CC=C3)=C(O)C(O)=C2O)C=C1 LQUBWUWOVGXVLK-UHFFFAOYSA-N 0.000 description 1
- LMSSGONWQGZLLT-UHFFFAOYSA-N CC(C)C1=CC=CC=C1NS(=O)(=O)C1=CC=C(NC(=O)C2=CC(CC3=CC=CC=C3)=C(O)C(O)=C2O)C=C1 Chemical compound CC(C)C1=CC=CC=C1NS(=O)(=O)C1=CC=C(NC(=O)C2=CC(CC3=CC=CC=C3)=C(O)C(O)=C2O)C=C1 LMSSGONWQGZLLT-UHFFFAOYSA-N 0.000 description 1
- UAYBWYUZTOAFJR-UHFFFAOYSA-N CC(C)C1=CC=CC=C1NS(=O)(=O)C1=CC=C(NC(=O)C2=CC=C(O)C(O)=C2O)C=C1 Chemical compound CC(C)C1=CC=CC=C1NS(=O)(=O)C1=CC=C(NC(=O)C2=CC=C(O)C(O)=C2O)C=C1 UAYBWYUZTOAFJR-UHFFFAOYSA-N 0.000 description 1
- HXXRKOVNQZXEMI-UHFFFAOYSA-N CC(C)C1=CC=CC=C1NS(=O)(=O)C1=CC=C(O)C(NC(=O)C2=CC(CC3=CC=CC=C3)=C(O)C(O)=C2O)=C1 Chemical compound CC(C)C1=CC=CC=C1NS(=O)(=O)C1=CC=C(O)C(NC(=O)C2=CC(CC3=CC=CC=C3)=C(O)C(O)=C2O)=C1 HXXRKOVNQZXEMI-UHFFFAOYSA-N 0.000 description 1
- MSUQQYLUUINPET-UHFFFAOYSA-N CC(C)C1=CC=CC=C1NS(=O)(=O)C1=CC=CC(NC(=O)C2=CC=C(O)C(O)=C2O)=C1 Chemical compound CC(C)C1=CC=CC=C1NS(=O)(=O)C1=CC=CC(NC(=O)C2=CC=C(O)C(O)=C2O)=C1 MSUQQYLUUINPET-UHFFFAOYSA-N 0.000 description 1
- SKSORHXRTROPPO-UHFFFAOYSA-N CC(C)CC1=C(O)C(O)=C(O)C(CC2=CC=C(OC3=CC=CC=C3)C=C2)=C1 Chemical compound CC(C)CC1=C(O)C(O)=C(O)C(CC2=CC=C(OC3=CC=CC=C3)C=C2)=C1 SKSORHXRTROPPO-UHFFFAOYSA-N 0.000 description 1
- LPPDCBHJXZEGPN-UHFFFAOYSA-N CC(C)CC1=CC=C(CC2=C(O)C(O)=C(O)C(CCCC3=CC=CC=C3)=C2)C=C1 Chemical compound CC(C)CC1=CC=C(CC2=C(O)C(O)=C(O)C(CCCC3=CC=CC=C3)=C2)C=C1 LPPDCBHJXZEGPN-UHFFFAOYSA-N 0.000 description 1
- XJDDONPLIKWKRN-UHFFFAOYSA-N CC(C)CC1=CC=C(CC2=C(O)C(O)=C(O)C(CCCC3CCCCC3)=C2)C=C1 Chemical compound CC(C)CC1=CC=C(CC2=C(O)C(O)=C(O)C(CCCC3CCCCC3)=C2)C=C1 XJDDONPLIKWKRN-UHFFFAOYSA-N 0.000 description 1
- QFXPSPBZFBWDDJ-UHFFFAOYSA-N CC(C)CCC1=C(O)C(O)=C(O)C(CC2=CC=C(OC3=CC=CC=C3)C=C2)=C1 Chemical compound CC(C)CCC1=C(O)C(O)=C(O)C(CC2=CC=C(OC3=CC=CC=C3)C=C2)=C1 QFXPSPBZFBWDDJ-UHFFFAOYSA-N 0.000 description 1
- IMLRVYHZJBZHFC-UHFFFAOYSA-N CC(C)CCCC1=C(CC2=C(O)C(O)=C(O)C(C(=O)NC3=CC=C(S(=O)(=O)C4=C(C(C)(C)C)C=CC=C4)C=C3)=C2)C=CC=C1 Chemical compound CC(C)CCCC1=C(CC2=C(O)C(O)=C(O)C(C(=O)NC3=CC=C(S(=O)(=O)C4=C(C(C)(C)C)C=CC=C4)C=C3)=C2)C=CC=C1 IMLRVYHZJBZHFC-UHFFFAOYSA-N 0.000 description 1
- MVCVQGOBTRNPKM-UHFFFAOYSA-N CC(C)CCCC1=C(O)C(O)=C(O)C(C(=O)NC2=CC(S(=O)(=O)C3=CC=C(Cl)C=C3)=CC=C2Cl)=C1 Chemical compound CC(C)CCCC1=C(O)C(O)=C(O)C(C(=O)NC2=CC(S(=O)(=O)C3=CC=C(Cl)C=C3)=CC=C2Cl)=C1 MVCVQGOBTRNPKM-UHFFFAOYSA-N 0.000 description 1
- QGVXVXUQTCZDNW-UHFFFAOYSA-N CC(C)CCCc1c(Cc(cc(C(Nc(cc(cc2)S(c(cc3)ccc3Cl)(=O)=O)c2Cl)=O)c(O)c2O)c2O)cccc1 Chemical compound CC(C)CCCc1c(Cc(cc(C(Nc(cc(cc2)S(c(cc3)ccc3Cl)(=O)=O)c2Cl)=O)c(O)c2O)c2O)cccc1 QGVXVXUQTCZDNW-UHFFFAOYSA-N 0.000 description 1
- KJVCUDYEMPHSHJ-UHFFFAOYSA-N CC(C)CNC(=O)C1=CC2=C(C=C1)C=C(N(C)S(=O)(=O)C1=C(O)C(O)=C(O)C(C(C)C)=C1)C=C2 Chemical compound CC(C)CNC(=O)C1=CC2=C(C=C1)C=C(N(C)S(=O)(=O)C1=C(O)C(O)=C(O)C(C(C)C)=C1)C=C2 KJVCUDYEMPHSHJ-UHFFFAOYSA-N 0.000 description 1
- BHWJXDFJGHDXBY-UHFFFAOYSA-N CC(C)CNS(=O)(=O)C1=CC=C2CCN(C(=O)C3=CC(S(=O)(=O)N4CCC5=C(C=CC=C5)C4)=C(O)C(O)=C3O)CC2=C1 Chemical compound CC(C)CNS(=O)(=O)C1=CC=C2CCN(C(=O)C3=CC(S(=O)(=O)N4CCC5=C(C=CC=C5)C4)=C(O)C(O)=C3O)CC2=C1 BHWJXDFJGHDXBY-UHFFFAOYSA-N 0.000 description 1
- FIXVGSSYHJRHKK-UHFFFAOYSA-N CC(C)c(cc(C(C)=O)c(O)c1O)c1O Chemical compound CC(C)c(cc(C(C)=O)c(O)c1O)c1O FIXVGSSYHJRHKK-UHFFFAOYSA-N 0.000 description 1
- NKJBHXONFZLNPO-UHFFFAOYSA-N CC(c1ccccc1)c(cc(C)c(O)c1O)c1O Chemical compound CC(c1ccccc1)c(cc(C)c(O)c1O)c1O NKJBHXONFZLNPO-UHFFFAOYSA-N 0.000 description 1
- TZCXCTHNFVJNIZ-UHFFFAOYSA-N CC1=C(C(=O)NC2=CC=C(S(=O)(=O)C3=CC=CC=C3C(C)(C)C)C=C2)C(O)=C(O)C(O)=C1C1=CC=C(Cl)C=C1 Chemical compound CC1=C(C(=O)NC2=CC=C(S(=O)(=O)C3=CC=CC=C3C(C)(C)C)C=C2)C(O)=C(O)C(O)=C1C1=CC=C(Cl)C=C1 TZCXCTHNFVJNIZ-UHFFFAOYSA-N 0.000 description 1
- FCRVJSZMUBTDLT-UHFFFAOYSA-N CC1=C(NC(=O)C2=CC(CC3=C(C(C)C)C=CC=C3)=C(O)C(O)=C2O)C=C(S(=O)(=O)NC2=CC=C(Cl)C=C2)C=C1 Chemical compound CC1=C(NC(=O)C2=CC(CC3=C(C(C)C)C=CC=C3)=C(O)C(O)=C2O)C=C(S(=O)(=O)NC2=CC=C(Cl)C=C2)C=C1 FCRVJSZMUBTDLT-UHFFFAOYSA-N 0.000 description 1
- VXVPNZKYURPXQM-UHFFFAOYSA-N CC1=C(NC(=O)C2=CC(CC3=C(C(C)C)C=CC=C3)=C(O)C(O)=C2O)C=C(S(=O)(=O)NC2=CC=CC(C(C)C)=C2)C=C1 Chemical compound CC1=C(NC(=O)C2=CC(CC3=C(C(C)C)C=CC=C3)=C(O)C(O)=C2O)C=C(S(=O)(=O)NC2=CC=CC(C(C)C)=C2)C=C1 VXVPNZKYURPXQM-UHFFFAOYSA-N 0.000 description 1
- BNZIQKNXBWPMGZ-UHFFFAOYSA-N CC1=C(S(=O)(=O)C2=C(C(C)(C)C)C=CC=C2)C=CC(NC(=O)C2=CC(CC3=C(C(C)C)C=CC=C3)=C(O)C(O)=C2O)=C1 Chemical compound CC1=C(S(=O)(=O)C2=C(C(C)(C)C)C=CC=C2)C=CC(NC(=O)C2=CC(CC3=C(C(C)C)C=CC=C3)=C(O)C(O)=C2O)=C1 BNZIQKNXBWPMGZ-UHFFFAOYSA-N 0.000 description 1
- MGTRKKURFHIJHJ-UHFFFAOYSA-N CC1=CC(C(=O)C2=CC(CC3=CC=CC=C3)=C(O)C(O)=C2O)=C(C(C)C)C=C1O Chemical compound CC1=CC(C(=O)C2=CC(CC3=CC=CC=C3)=C(O)C(O)=C2O)=C(C(C)C)C=C1O MGTRKKURFHIJHJ-UHFFFAOYSA-N 0.000 description 1
- PJHLHNDQVYSSIH-UHFFFAOYSA-N CC1=CC(C(=O)C2=CC(CC3=CC=CC=C3)=C(O)C(O)=C2O)=C(C(C)C)C=C1OC1=C([N+](=O)[O-])C=C(C(F)(F)F)C=C1 Chemical compound CC1=CC(C(=O)C2=CC(CC3=CC=CC=C3)=C(O)C(O)=C2O)=C(C(C)C)C=C1OC1=C([N+](=O)[O-])C=C(C(F)(F)F)C=C1 PJHLHNDQVYSSIH-UHFFFAOYSA-N 0.000 description 1
- UMSZEBLBDPVMBZ-UHFFFAOYSA-N CC1=CC(C(=O)C2=CC(CC3=CC=CC=C3)=C(O)C(O)=C2O)=C(C(C)C)C=C1OC1=CC(C(F)(F)F)=C([N+](=O)[O-])C=C1 Chemical compound CC1=CC(C(=O)C2=CC(CC3=CC=CC=C3)=C(O)C(O)=C2O)=C(C(C)C)C=C1OC1=CC(C(F)(F)F)=C([N+](=O)[O-])C=C1 UMSZEBLBDPVMBZ-UHFFFAOYSA-N 0.000 description 1
- PYUFNOWUFOYIAI-UHFFFAOYSA-N CC1=CC(CC2=CC(CC3=CC=CC=C3)=C(O)C(O)=C2O)=C(C(C)C)C=C1OC1=CC(C(F)(F)F)=C([N+](=O)[O-])C=C1 Chemical compound CC1=CC(CC2=CC(CC3=CC=CC=C3)=C(O)C(O)=C2O)=C(C(C)C)C=C1OC1=CC(C(F)(F)F)=C([N+](=O)[O-])C=C1 PYUFNOWUFOYIAI-UHFFFAOYSA-N 0.000 description 1
- YXSJBYZYXFZNBA-UHFFFAOYSA-N CC1=CC(CC2=CC(CC3=CC=CC=C3)=C(O)C(O)=C2O)=C(C(C)C)C=C1OC1=CC=NC2=C1C=CC=C2 Chemical compound CC1=CC(CC2=CC(CC3=CC=CC=C3)=C(O)C(O)=C2O)=C(C(C)C)C=C1OC1=CC=NC2=C1C=CC=C2 YXSJBYZYXFZNBA-UHFFFAOYSA-N 0.000 description 1
- YXUNVMQHARREBE-UHFFFAOYSA-N CC1=CC(NS(=O)(=O)C2=CC=C(NC(=O)C3=CC(CC4=C(C(C)C)C=CC=C4)=C(O)C(O)=C3O)C=C2)=CC=C1 Chemical compound CC1=CC(NS(=O)(=O)C2=CC=C(NC(=O)C3=CC(CC4=C(C(C)C)C=CC=C4)=C(O)C(O)=C3O)C=C2)=CC=C1 YXUNVMQHARREBE-UHFFFAOYSA-N 0.000 description 1
- CLQDHMZIIOPKEX-UHFFFAOYSA-N CC1=CC(NS(=O)(=O)C2=CC=C(NC(=O)C3=CC(CC4=CC=CC=C4)=C(O)C(O)=C3O)C=C2)=CC=C1 Chemical compound CC1=CC(NS(=O)(=O)C2=CC=C(NC(=O)C3=CC(CC4=CC=CC=C4)=C(O)C(O)=C3O)C=C2)=CC=C1 CLQDHMZIIOPKEX-UHFFFAOYSA-N 0.000 description 1
- JRTXZFCWZFOGDN-UHFFFAOYSA-N CC1=CC(NS(=O)(=O)C2=CC=C(NC(=O)C3=CC=C(O)C(O)=C3O)C=C2)=CC=C1 Chemical compound CC1=CC(NS(=O)(=O)C2=CC=C(NC(=O)C3=CC=C(O)C(O)=C3O)C=C2)=CC=C1 JRTXZFCWZFOGDN-UHFFFAOYSA-N 0.000 description 1
- QTHFTPINDNDAPD-UHFFFAOYSA-N CC1=CC(S(=O)(=O)C2=C(C(C)(C)C)C=CC=C2)=CC=C1NC(=O)C1=CC(CC2=C(C(C)C)C=CC=C2)=C(O)C(O)=C1O Chemical compound CC1=CC(S(=O)(=O)C2=C(C(C)(C)C)C=CC=C2)=CC=C1NC(=O)C1=CC(CC2=C(C(C)C)C=CC=C2)=C(O)C(O)=C1O QTHFTPINDNDAPD-UHFFFAOYSA-N 0.000 description 1
- DZCUCYJIFDRRKI-UHFFFAOYSA-N CC1=CC=C(C2=C(O)C(O)=C(O)C(C(C)C)=C2)C=C1 Chemical compound CC1=CC=C(C2=C(O)C(O)=C(O)C(C(C)C)=C2)C=C1 DZCUCYJIFDRRKI-UHFFFAOYSA-N 0.000 description 1
- FPRSCCLWFWOLJX-UHFFFAOYSA-N CC1=CC=C(C2=C(O)C(O)=C(O)C(CC3=CC=C(C(C)(C)C)C=C3)=C2)C=C1 Chemical compound CC1=CC=C(C2=C(O)C(O)=C(O)C(CC3=CC=C(C(C)(C)C)C=C3)=C2)C=C1 FPRSCCLWFWOLJX-UHFFFAOYSA-N 0.000 description 1
- KAUPMGXGCLPADU-UHFFFAOYSA-N CC1=CC=C(C2=C(O)C(O)=C(O)C(CC3=CC=CC=C3)=C2)C=C1 Chemical compound CC1=CC=C(C2=C(O)C(O)=C(O)C(CC3=CC=CC=C3)=C2)C=C1 KAUPMGXGCLPADU-UHFFFAOYSA-N 0.000 description 1
- VOHPCBFEVRLMSW-UHFFFAOYSA-N CC1=CC=C(C2=C(O)C(O)=C(O)C(CCC3=CC=C(C(C)(C)C)C=C3)=C2)C=C1 Chemical compound CC1=CC=C(C2=C(O)C(O)=C(O)C(CCC3=CC=C(C(C)(C)C)C=C3)=C2)C=C1 VOHPCBFEVRLMSW-UHFFFAOYSA-N 0.000 description 1
- DSOCUAZDOONZHW-UHFFFAOYSA-N CC1=CC=C(C2=C(O)C(O)=C(O)C(CCCC3=CC=CC=C3)=C2)C=C1 Chemical compound CC1=CC=C(C2=C(O)C(O)=C(O)C(CCCC3=CC=CC=C3)=C2)C=C1 DSOCUAZDOONZHW-UHFFFAOYSA-N 0.000 description 1
- DTFUXYXAERIDGJ-UHFFFAOYSA-N CC1=CC=C(CC2=CC=C(CC3=C(O)C(O)=C(O)C(CCCC4=CC=CC=C4)=C3)C=C2)C=C1 Chemical compound CC1=CC=C(CC2=CC=C(CC3=C(O)C(O)=C(O)C(CCCC4=CC=CC=C4)=C3)C=C2)C=C1 DTFUXYXAERIDGJ-UHFFFAOYSA-N 0.000 description 1
- QKFMURAZICNYAZ-UHFFFAOYSA-N CC1=CC=C(CN2CC3=C(C2=O)C(O)=C(O)C(O)=C3C2=CC=C(C3=CC=CC=C3)C=C2)C=C1 Chemical compound CC1=CC=C(CN2CC3=C(C2=O)C(O)=C(O)C(O)=C3C2=CC=C(C3=CC=CC=C3)C=C2)C=C1 QKFMURAZICNYAZ-UHFFFAOYSA-N 0.000 description 1
- BKVFYOXRMQICJR-UHFFFAOYSA-N CC1=CC=C(S(=O)(=O)C2=CC=C(Cl)C(CC(=O)C3=CC(CCC4=CC=C(C(C)(C)C)C=C4)=C(O)C(O)=C3O)=C2)C=C1.CC1=CC=C(S(=O)(=O)C2=CC=C(Cl)C(CC(=O)C3=CC(CCCC(C)C)=C(O)C(O)=C3O)=C2)C=C1.CC1=CC=C(S(=O)(=O)C2=CC=C(Cl)C(CC(=O)C3=CC=C(O)C(O)=C3O)=C2)C=C1.CCC1=C(O)C(O)=C(O)C(C(=O)CC2=CC(S(=O)(=O)C3=CC=C(C)C=C3)=CC=C2Cl)=C1 Chemical compound CC1=CC=C(S(=O)(=O)C2=CC=C(Cl)C(CC(=O)C3=CC(CCC4=CC=C(C(C)(C)C)C=C4)=C(O)C(O)=C3O)=C2)C=C1.CC1=CC=C(S(=O)(=O)C2=CC=C(Cl)C(CC(=O)C3=CC(CCCC(C)C)=C(O)C(O)=C3O)=C2)C=C1.CC1=CC=C(S(=O)(=O)C2=CC=C(Cl)C(CC(=O)C3=CC=C(O)C(O)=C3O)=C2)C=C1.CCC1=C(O)C(O)=C(O)C(C(=O)CC2=CC(S(=O)(=O)C3=CC=C(C)C=C3)=CC=C2Cl)=C1 BKVFYOXRMQICJR-UHFFFAOYSA-N 0.000 description 1
- KGGPZRIAFBMHSG-UHFFFAOYSA-N CC1=CC=C(S(=O)(=O)C2=CC=C(Cl)C=C2)C=C1NC(=O)C1=C(O)C(O)=C(O)C(CC2=C(CCCC(C)C)C=CC=C2)=C1 Chemical compound CC1=CC=C(S(=O)(=O)C2=CC=C(Cl)C=C2)C=C1NC(=O)C1=C(O)C(O)=C(O)C(CC2=C(CCCC(C)C)C=CC=C2)=C1 KGGPZRIAFBMHSG-UHFFFAOYSA-N 0.000 description 1
- QEZFCPMAXRCLLC-UHFFFAOYSA-N CC1=CC=CC(C2=CC=C(NC(=O)C3=C(O)C(O)=C(O)C(CCC4=CC=CC=C4)=C3)C=C2)=C1 Chemical compound CC1=CC=CC(C2=CC=C(NC(=O)C3=C(O)C(O)=C(O)C(CCC4=CC=CC=C4)=C3)C=C2)=C1 QEZFCPMAXRCLLC-UHFFFAOYSA-N 0.000 description 1
- HYSPGXWDOARPQK-UHFFFAOYSA-N CC1=CC=CC=C1NC(=O)C1=C(O)C(O)=C(O)C(CCC2=CC=CC=C2)=C1 Chemical compound CC1=CC=CC=C1NC(=O)C1=C(O)C(O)=C(O)C(CCC2=CC=CC=C2)=C1 HYSPGXWDOARPQK-UHFFFAOYSA-N 0.000 description 1
- VENXQDGXOOAOOO-UHFFFAOYSA-N CC1=NC2=C(C=CC=C2)C(OC2=CC=C(CC3=CC(CC4=CC=CC=C4)=C(O)C(O)=C3O)C=C2C(C)C)=C1 Chemical compound CC1=NC2=C(C=CC=C2)C(OC2=CC=C(CC3=CC(CC4=CC=CC=C4)=C(O)C(O)=C3O)C=C2C(C)C)=C1 VENXQDGXOOAOOO-UHFFFAOYSA-N 0.000 description 1
- MUFNHDXEGYBSPL-UHFFFAOYSA-N CCC1=C(NC(=O)C2=CC(CC3=C(C(C)C)C=CC=C3)=C(O)C(O)=C2O)C=C(S(=O)(=O)C2=CC=C(Cl)C=C2)C=C1 Chemical compound CCC1=C(NC(=O)C2=CC(CC3=C(C(C)C)C=CC=C3)=C(O)C(O)=C2O)C=C(S(=O)(=O)C2=CC=C(Cl)C=C2)C=C1 MUFNHDXEGYBSPL-UHFFFAOYSA-N 0.000 description 1
- BFLNTFQYMSMYFW-UHFFFAOYSA-N CCC1=C(NC(=O)C2=CC(CC3=C(C(C)C)C=CC=C3)=C(O)C(O)=C2O)C=C(S(=O)(=O)NC2=C(C(C)C)C=CC=C2)C=C1 Chemical compound CCC1=C(NC(=O)C2=CC(CC3=C(C(C)C)C=CC=C3)=C(O)C(O)=C2O)C=C(S(=O)(=O)NC2=C(C(C)C)C=CC=C2)C=C1 BFLNTFQYMSMYFW-UHFFFAOYSA-N 0.000 description 1
- YGGSOHQPDLRKNH-UHFFFAOYSA-N CCC1=C(NC(=O)C2=CC(CC3=C(C(C)C)C=CC=C3)=C(O)C(O)=C2O)C=C(S(=O)(=O)NC2=CC=C(Cl)C=C2)C=C1 Chemical compound CCC1=C(NC(=O)C2=CC(CC3=C(C(C)C)C=CC=C3)=C(O)C(O)=C2O)C=C(S(=O)(=O)NC2=CC=C(Cl)C=C2)C=C1 YGGSOHQPDLRKNH-UHFFFAOYSA-N 0.000 description 1
- DDTVYNOWWZPVFR-UHFFFAOYSA-N CCC1=C(O)C(O)=C(O)C(C(=O)NC2=CC(S(=O)(=O)C3=CC=C(Cl)C=C3)=CC=C2Cl)=C1 Chemical compound CCC1=C(O)C(O)=C(O)C(C(=O)NC2=CC(S(=O)(=O)C3=CC=C(Cl)C=C3)=CC=C2Cl)=C1 DDTVYNOWWZPVFR-UHFFFAOYSA-N 0.000 description 1
- INRJQFXFZMFSDE-UHFFFAOYSA-N CCC1=C2OCCCCOC2=C(O)C(C(=O)NC2=CC(S(=O)(=O)C3=CC=C(Cl)C=C3)=CC=C2Cl)=C1 Chemical compound CCC1=C2OCCCCOC2=C(O)C(C(=O)NC2=CC(S(=O)(=O)C3=CC=C(Cl)C=C3)=CC=C2Cl)=C1 INRJQFXFZMFSDE-UHFFFAOYSA-N 0.000 description 1
- IWMBAIUADUDCDT-UHFFFAOYSA-N CCCC1=C(NC(=O)C2=CC(CC3=C4C=CC=CC4=CC=C3)=C(O)C(O)=C2O)C=C(S(=O)(=O)C2=CC=CC=C2)C=C1 Chemical compound CCCC1=C(NC(=O)C2=CC(CC3=C4C=CC=CC4=CC=C3)=C(O)C(O)=C2O)C=C(S(=O)(=O)C2=CC=CC=C2)C=C1 IWMBAIUADUDCDT-UHFFFAOYSA-N 0.000 description 1
- QMADMWOSUVJORZ-UHFFFAOYSA-N CCCCCC(=O)C1=C(O)C(O)=C(O)C(C(C)C)=C1 Chemical compound CCCCCC(=O)C1=C(O)C(O)=C(O)C(C(C)C)=C1 QMADMWOSUVJORZ-UHFFFAOYSA-N 0.000 description 1
- ACKUUWOTRWVATF-UHFFFAOYSA-N CCCCCCC1=C(O)C(O)=C(O)C(C(C)C)=C1 Chemical compound CCCCCCC1=C(O)C(O)=C(O)C(C(C)C)=C1 ACKUUWOTRWVATF-UHFFFAOYSA-N 0.000 description 1
- XFZIWZWSQQWKIX-UHFFFAOYSA-N CCCCCCCCCCC(=O)C1=C(O)C(O)=C(O)C(C(C)C)=C1 Chemical compound CCCCCCCCCCC(=O)C1=C(O)C(O)=C(O)C(C(C)C)=C1 XFZIWZWSQQWKIX-UHFFFAOYSA-N 0.000 description 1
- PPXWUBCMNCURIC-UHFFFAOYSA-N CCCCCCCCCCC(=O)C1=C(O)C(O)=C(O)C(C(CCCCCCCCCC)C2=CC=CC=C2)=C1 Chemical compound CCCCCCCCCCC(=O)C1=C(O)C(O)=C(O)C(C(CCCCCCCCCC)C2=CC=CC=C2)=C1 PPXWUBCMNCURIC-UHFFFAOYSA-N 0.000 description 1
- WDGMEBAAQUMOMS-UHFFFAOYSA-N CCCCCCCCCCC(=O)C1=C(O)C(O)=C(O)C(CC2=CC=CC=C2)=C1 Chemical compound CCCCCCCCCCC(=O)C1=C(O)C(O)=C(O)C(CC2=CC=CC=C2)=C1 WDGMEBAAQUMOMS-UHFFFAOYSA-N 0.000 description 1
- IUZYHDHHRPLIOQ-UHFFFAOYSA-N CCCCCCCCCCC(C1=CC=CC=C1)C1=CC(CC2=CC=C(Br)C=C2)=C(O)C(O)=C1O Chemical compound CCCCCCCCCCC(C1=CC=CC=C1)C1=CC(CC2=CC=C(Br)C=C2)=C(O)C(O)=C1O IUZYHDHHRPLIOQ-UHFFFAOYSA-N 0.000 description 1
- QIKOGXOKIPCSGM-UHFFFAOYSA-N CCCCCCCCCCCC1=C(CCCC2=CC=CC=C2)C(O)=C(O)C(O)=C1 Chemical compound CCCCCCCCCCCC1=C(CCCC2=CC=CC=C2)C(O)=C(O)C(O)=C1 QIKOGXOKIPCSGM-UHFFFAOYSA-N 0.000 description 1
- NRVIVBCCKJIYKE-UHFFFAOYSA-N CCCCCCCCCCCC1=C(O)C(O)=C(O)C(C(C)C)=C1 Chemical compound CCCCCCCCCCCC1=C(O)C(O)=C(O)C(C(C)C)=C1 NRVIVBCCKJIYKE-UHFFFAOYSA-N 0.000 description 1
- PDDJCEJFGWMVGV-UHFFFAOYSA-N CCCCCCCCCCCC1=C(O)C(O)=C(O)C(C(CCCCCCCCCC)C2=CC=CC=C2)=C1 Chemical compound CCCCCCCCCCCC1=C(O)C(O)=C(O)C(C(CCCCCCCCCC)C2=CC=CC=C2)=C1 PDDJCEJFGWMVGV-UHFFFAOYSA-N 0.000 description 1
- IDRNWQIYZUBWQZ-UHFFFAOYSA-N CCCCCCCCCCCC1=C(O)C(O)=C(O)C(CC2=CC=CC=C2)=C1 Chemical compound CCCCCCCCCCCC1=C(O)C(O)=C(O)C(CC2=CC=CC=C2)=C1 IDRNWQIYZUBWQZ-UHFFFAOYSA-N 0.000 description 1
- YKGZOERGMKEYJP-UHFFFAOYSA-N CCCCCCCCCCCC1=C(O)C(O)=C(O)C(CC2CCCCC2)=C1 Chemical compound CCCCCCCCCCCC1=C(O)C(O)=C(O)C(CC2CCCCC2)=C1 YKGZOERGMKEYJP-UHFFFAOYSA-N 0.000 description 1
- JWXCWFDWLBRAAL-UHFFFAOYSA-N CCCCCCCCCCCC1=CC=C(C2=C(O)C(O)=C(O)C(CC3=C(C(C)C)C=CC=C3)=C2)C=C1 Chemical compound CCCCCCCCCCCC1=CC=C(C2=C(O)C(O)=C(O)C(CC3=C(C(C)C)C=CC=C3)=C2)C=C1 JWXCWFDWLBRAAL-UHFFFAOYSA-N 0.000 description 1
- GXQXEZSKWOGVQW-UHFFFAOYSA-N CCCCCCCCCCCC1=CC=C(C2=C(O)C(O)=C(O)C=C2C)C=C1 Chemical compound CCCCCCCCCCCC1=CC=C(C2=C(O)C(O)=C(O)C=C2C)C=C1 GXQXEZSKWOGVQW-UHFFFAOYSA-N 0.000 description 1
- BZLKYNOIPJSPQI-UHFFFAOYSA-N CCCCCCCCCCCC1=CC=C(C2=C(O)C(O)=C(O)C=C2CC2=CC=CC=C2)C=C1 Chemical compound CCCCCCCCCCCC1=CC=C(C2=C(O)C(O)=C(O)C=C2CC2=CC=CC=C2)C=C1 BZLKYNOIPJSPQI-UHFFFAOYSA-N 0.000 description 1
- SOTNESVBUTWUJI-UHFFFAOYSA-N CCCCCCCCCCCCCCC(=O)C1=C(O)C(O)=C(O)C(C(C)C)=C1 Chemical compound CCCCCCCCCCCCCCC(=O)C1=C(O)C(O)=C(O)C(C(C)C)=C1 SOTNESVBUTWUJI-UHFFFAOYSA-N 0.000 description 1
- SEVNVBYIKGURSM-UHFFFAOYSA-N CCCCCCCCCCCCCCCC1=C(C)C(O)=C(C)C(C(C)C)=C1 Chemical compound CCCCCCCCCCCCCCCC1=C(C)C(O)=C(C)C(C(C)C)=C1 SEVNVBYIKGURSM-UHFFFAOYSA-N 0.000 description 1
- ZSARUTXMNKMBNY-UHFFFAOYSA-N CCCCN(C1=CC2=C(C=CC=C2)C=C1)S(=O)(=O)C1=C(O)C(O)=C(O)C(C(C)C)=C1 Chemical compound CCCCN(C1=CC2=C(C=CC=C2)C=C1)S(=O)(=O)C1=C(O)C(O)=C(O)C(C(C)C)=C1 ZSARUTXMNKMBNY-UHFFFAOYSA-N 0.000 description 1
- VMGGFDPFSZQAGJ-UHFFFAOYSA-N CCCN(C1=CC2=C(C=C1)C=C(C(=O)N(C)CCCC1=CC=CC=C1)C=C2)S(=O)(=O)C1=C(O)C(O)=C(O)C(C(C)C)=C1 Chemical compound CCCN(C1=CC2=C(C=C1)C=C(C(=O)N(C)CCCC1=CC=CC=C1)C=C2)S(=O)(=O)C1=C(O)C(O)=C(O)C(C(C)C)=C1 VMGGFDPFSZQAGJ-UHFFFAOYSA-N 0.000 description 1
- ZPQKGJLWJYTICZ-UHFFFAOYSA-N CCCN(C1=CC2=C(C=C1)C=C(C(=O)NCCC1=CC=C(C3=CC=CC=C3)C=C1)C=C2)S(=O)(=O)C1=C(O)C(O)=C(O)C(C(C)C)=C1 Chemical compound CCCN(C1=CC2=C(C=C1)C=C(C(=O)NCCC1=CC=C(C3=CC=CC=C3)C=C1)C=C2)S(=O)(=O)C1=C(O)C(O)=C(O)C(C(C)C)=C1 ZPQKGJLWJYTICZ-UHFFFAOYSA-N 0.000 description 1
- RADFWZIBDSLGIW-UHFFFAOYSA-N CCCN(C1=CC2=C(C=C1)C=C(C(=O)NCCCC1=CC=CC=C1)C=C2)S(=O)(=O)C1=C(O)C(O)=C(O)C(C(C)C)=C1 Chemical compound CCCN(C1=CC2=C(C=C1)C=C(C(=O)NCCCC1=CC=CC=C1)C=C2)S(=O)(=O)C1=C(O)C(O)=C(O)C(C(C)C)=C1 RADFWZIBDSLGIW-UHFFFAOYSA-N 0.000 description 1
- FUEGOESCMQYJLC-UHFFFAOYSA-N CCCN(C1=CC2=C(C=CC=C2)C=C1)S(=O)(=O)C1=C(O)C(O)=C(O)C(C(C)C)=C1 Chemical compound CCCN(C1=CC2=C(C=CC=C2)C=C1)S(=O)(=O)C1=C(O)C(O)=C(O)C(C(C)C)=C1 FUEGOESCMQYJLC-UHFFFAOYSA-N 0.000 description 1
- DTQQECOIOOBICO-UHFFFAOYSA-N CCCN(CCC1=CC=CC=C1)C(=O)C1=CC2=C(C=C1)C=C(N(C)S(=O)(=O)C1=C(O)C(O)=C(O)C(C(C)C)=C1)C=C2 Chemical compound CCCN(CCC1=CC=CC=C1)C(=O)C1=CC2=C(C=C1)C=C(N(C)S(=O)(=O)C1=C(O)C(O)=C(O)C(C(C)C)=C1)C=C2 DTQQECOIOOBICO-UHFFFAOYSA-N 0.000 description 1
- RWSYLFXHPDWORA-UHFFFAOYSA-N CCCN(CCC1=CC=CC=C1)C(=O)C1=CC2=C(C=C1)C=C(N(CCC)S(=O)(=O)C1=C(O)C(O)=C(O)C(C(C)C)=C1)C=C2 Chemical compound CCCN(CCC1=CC=CC=C1)C(=O)C1=CC2=C(C=C1)C=C(N(CCC)S(=O)(=O)C1=C(O)C(O)=C(O)C(C(C)C)=C1)C=C2 RWSYLFXHPDWORA-UHFFFAOYSA-N 0.000 description 1
- NZSHSFBYWVMNGQ-UHFFFAOYSA-N CCCN(CCC1=CC=CC=C1)C(=O)C1=CC2=C(C=C1)C=C(NS(=O)(=O)C1=C(O)C(O)=C(O)C(C(C)C)=C1)C=C2 Chemical compound CCCN(CCC1=CC=CC=C1)C(=O)C1=CC2=C(C=C1)C=C(NS(=O)(=O)C1=C(O)C(O)=C(O)C(C(C)C)=C1)C=C2 NZSHSFBYWVMNGQ-UHFFFAOYSA-N 0.000 description 1
- RUIIVIPYKPKDCK-UHFFFAOYSA-N CCCN(CCCC1=CC=CC=C1)S(=O)(=O)C1=C(O)C(O)=C(O)C(C(=O)N2CCC3=C(C=C(S(=O)(=O)NCCC4=CC=CC=C4)C=C3)C2)=C1 Chemical compound CCCN(CCCC1=CC=CC=C1)S(=O)(=O)C1=C(O)C(O)=C(O)C(C(=O)N2CCC3=C(C=C(S(=O)(=O)NCCC4=CC=CC=C4)C=C3)C2)=C1 RUIIVIPYKPKDCK-UHFFFAOYSA-N 0.000 description 1
- KWGUVOMFXFCWQI-UHFFFAOYSA-N CCN(C(=O)C1=CC(CCC2=CC=CC=C2)=CC(O)=C1O)C1=CC=C(S(=O)(=O)C2=CC=C(C(C)C)C=C2)C=C1 Chemical compound CCN(C(=O)C1=CC(CCC2=CC=CC=C2)=CC(O)=C1O)C1=CC=C(S(=O)(=O)C2=CC=C(C(C)C)C=C2)C=C1 KWGUVOMFXFCWQI-UHFFFAOYSA-N 0.000 description 1
- QWSSWTHWBGGFDC-UHFFFAOYSA-N CCN(C1=CC2=C(C=CC=C2)C=C1)S(=O)(=O)C1=C(O)C(O)=C(O)C(C(C)C)=C1 Chemical compound CCN(C1=CC2=C(C=CC=C2)C=C1)S(=O)(=O)C1=C(O)C(O)=C(O)C(C(C)C)=C1 QWSSWTHWBGGFDC-UHFFFAOYSA-N 0.000 description 1
- DMSZYKKIGFLPBC-UHFFFAOYSA-N CCN(CCC1=CC=CC=C1)S(=O)(=O)C1=C(O)C(O)=C(O)C(C(C)C)=C1 Chemical compound CCN(CCC1=CC=CC=C1)S(=O)(=O)C1=C(O)C(O)=C(O)C(C(C)C)=C1 DMSZYKKIGFLPBC-UHFFFAOYSA-N 0.000 description 1
- PYRPDBFODORIAH-UHFFFAOYSA-N CCN(CCC1=CC=CC=C1)S(=O)(=O)C1=CC2=C(C=C1)CCN(C(=O)C1=CC(S(=O)(=O)N(CC)CCCCC3=CC=CC=C3)=C(O)C(O)=C1O)C2 Chemical compound CCN(CCC1=CC=CC=C1)S(=O)(=O)C1=CC2=C(C=C1)CCN(C(=O)C1=CC(S(=O)(=O)N(CC)CCCCC3=CC=CC=C3)=C(O)C(O)=C1O)C2 PYRPDBFODORIAH-UHFFFAOYSA-N 0.000 description 1
- HUQSRNGQUKCBGT-UHFFFAOYSA-N CCN(CCCC1=CC=CC=C1)S(=O)(=O)C1=C(O)C(O)=C(O)C(C(=O)N2CCC3=C(C=C(S(=O)(=O)NCCC4=CC=CC=C4)C=C3)C2)=C1 Chemical compound CCN(CCCC1=CC=CC=C1)S(=O)(=O)C1=C(O)C(O)=C(O)C(C(=O)N2CCC3=C(C=C(S(=O)(=O)NCCC4=CC=CC=C4)C=C3)C2)=C1 HUQSRNGQUKCBGT-UHFFFAOYSA-N 0.000 description 1
- VHYADHBIIXWXMC-UHFFFAOYSA-N CCOC(=O)C1=CC2=C(C=C1)C=C(N(CC)S(=O)(=O)C1=C(O)C(O)=C(O)C(C(C)C)=C1)C=C2 Chemical compound CCOC(=O)C1=CC2=C(C=C1)C=C(N(CC)S(=O)(=O)C1=C(O)C(O)=C(O)C(C(C)C)=C1)C=C2 VHYADHBIIXWXMC-UHFFFAOYSA-N 0.000 description 1
- UZBHSSGWQLSIGO-UHFFFAOYSA-N CN(CCC1=CC=CC=C1)S(=O)(=O)C1=CC(C(=O)O)=CC(NC(=O)C23CC4CC(CC(C4)C2)C3)=C1Cl Chemical compound CN(CCC1=CC=CC=C1)S(=O)(=O)C1=CC(C(=O)O)=CC(NC(=O)C23CC4CC(CC(C4)C2)C3)=C1Cl UZBHSSGWQLSIGO-UHFFFAOYSA-N 0.000 description 1
- ZSDJFEFHFVELAC-UHFFFAOYSA-N CN(CCC1=CC=CC=C1)S(=O)(=O)C1=CC(C(=O)O)=CC(NC(=O)C2=CC=C(C(=O)C3=CC=CC=C3)C=C2)=C1Cl Chemical compound CN(CCC1=CC=CC=C1)S(=O)(=O)C1=CC(C(=O)O)=CC(NC(=O)C2=CC=C(C(=O)C3=CC=CC=C3)C=C2)=C1Cl ZSDJFEFHFVELAC-UHFFFAOYSA-N 0.000 description 1
- PGXMSVBODSASAW-UHFFFAOYSA-N CN(CCC1=CC=CC=C1)S(=O)(=O)C1=CC(C(=O)O)=CC(NC(=O)C2=CC=C(C3=CC=CC=C3)C=C2)=C1Cl Chemical compound CN(CCC1=CC=CC=C1)S(=O)(=O)C1=CC(C(=O)O)=CC(NC(=O)C2=CC=C(C3=CC=CC=C3)C=C2)=C1Cl PGXMSVBODSASAW-UHFFFAOYSA-N 0.000 description 1
- JTVDEIINQSONQJ-UHFFFAOYSA-N CN(CCC1=CC=CC=C1)S(=O)(=O)C1=CC(C(=O)O)=CC(NC(=O)C2=CC=C(F)C=C2)=C1Cl Chemical compound CN(CCC1=CC=CC=C1)S(=O)(=O)C1=CC(C(=O)O)=CC(NC(=O)C2=CC=C(F)C=C2)=C1Cl JTVDEIINQSONQJ-UHFFFAOYSA-N 0.000 description 1
- BEGGBSZQOKETGJ-UHFFFAOYSA-N CN(CCC1=CC=CC=C1)S(=O)(=O)C1=CC(C(=O)O)=CC(NC(=O)C2=CC=C(S(=O)(=O)N3CCC(C4=CC=CC=C4)CC3)C=C2)=C1Cl Chemical compound CN(CCC1=CC=CC=C1)S(=O)(=O)C1=CC(C(=O)O)=CC(NC(=O)C2=CC=C(S(=O)(=O)N3CCC(C4=CC=CC=C4)CC3)C=C2)=C1Cl BEGGBSZQOKETGJ-UHFFFAOYSA-N 0.000 description 1
- VKJWXVRBLIEVQK-UHFFFAOYSA-N CN(CCC1=CC=CC=C1)S(=O)(=O)C1=CC(C(=O)O)=CC(NC(=O)C2=CC=C(S(=O)(=O)N3CCC4=C(C=CC=C4)C3)C=C2)=C1Cl Chemical compound CN(CCC1=CC=CC=C1)S(=O)(=O)C1=CC(C(=O)O)=CC(NC(=O)C2=CC=C(S(=O)(=O)N3CCC4=C(C=CC=C4)C3)C=C2)=C1Cl VKJWXVRBLIEVQK-UHFFFAOYSA-N 0.000 description 1
- NNXYLPBYFKKPAP-UHFFFAOYSA-N CN(CCC1=CC=CC=C1)S(=O)(=O)C1=CC(C(=O)O)=CC(NC(=O)C2=CC=C3C=CC=CC3=C2)=C1Cl Chemical compound CN(CCC1=CC=CC=C1)S(=O)(=O)C1=CC(C(=O)O)=CC(NC(=O)C2=CC=C3C=CC=CC3=C2)=C1Cl NNXYLPBYFKKPAP-UHFFFAOYSA-N 0.000 description 1
- OTXKAWRGZPOAOS-UHFFFAOYSA-N CN(CCC1=CC=CC=C1)S(=O)(=O)C1=CC(C(=O)O)=CC(NC(=O)C2=CC=CC=C2)=C1Cl Chemical compound CN(CCC1=CC=CC=C1)S(=O)(=O)C1=CC(C(=O)O)=CC(NC(=O)C2=CC=CC=C2)=C1Cl OTXKAWRGZPOAOS-UHFFFAOYSA-N 0.000 description 1
- HADORYNCQWXGKC-UHFFFAOYSA-N CN(CCC1=CC=CC=C1)S(=O)(=O)C1=CC2=C(C=C1)CCN(C(=O)C1=CC(S(=O)(=O)N(C)CCCCC3=CC=CC=C3)=C(O)C(O)=C1O)C2 Chemical compound CN(CCC1=CC=CC=C1)S(=O)(=O)C1=CC2=C(C=C1)CCN(C(=O)C1=CC(S(=O)(=O)N(C)CCCCC3=CC=CC=C3)=C(O)C(O)=C1O)C2 HADORYNCQWXGKC-UHFFFAOYSA-N 0.000 description 1
- PTCVVWOQRHMPTD-UHFFFAOYSA-N CN(CCC1=CC=CC=C1)S(=O)(=O)C1=CC2=C(C=C1)CCN(C(=O)C1=CC(S(=O)(=O)N3CCC4=C(C=CC=C4)C3)=C(O)C(O)=C1O)C2 Chemical compound CN(CCC1=CC=CC=C1)S(=O)(=O)C1=CC2=C(C=C1)CCN(C(=O)C1=CC(S(=O)(=O)N3CCC4=C(C=CC=C4)C3)=C(O)C(O)=C1O)C2 PTCVVWOQRHMPTD-UHFFFAOYSA-N 0.000 description 1
- MSGQUTXPOGRULO-UHFFFAOYSA-N CN(CCCC1=CC=CC=C1)S(=O)(=O)C1=C(O)C(O)=C(O)C(C(=O)N2CCC3=C(C=C(S(=O)(=O)NCCC4=CC=CC=C4)C=C3)C2)=C1 Chemical compound CN(CCCC1=CC=CC=C1)S(=O)(=O)C1=C(O)C(O)=C(O)C(C(=O)N2CCC3=C(C=C(S(=O)(=O)NCCC4=CC=CC=C4)C=C3)C2)=C1 MSGQUTXPOGRULO-UHFFFAOYSA-N 0.000 description 1
- BIDUAWGLGHIQOQ-UHFFFAOYSA-N CN(CCCCC1=CC=CC=C1)S(=O)(=O)C1=C(O)C(O)=C(O)C(C(=O)N2CCC3=C(C=C(S(=O)(=O)NCCC4=CC=CC=C4)C=C3)C2)=C1 Chemical compound CN(CCCCC1=CC=CC=C1)S(=O)(=O)C1=C(O)C(O)=C(O)C(C(=O)N2CCC3=C(C=C(S(=O)(=O)NCCC4=CC=CC=C4)C=C3)C2)=C1 BIDUAWGLGHIQOQ-UHFFFAOYSA-N 0.000 description 1
- HEJFMYXMRQASOO-UHFFFAOYSA-N CN1CCN(C(=O)C(CC2=CC=CC=C2)NS(=O)(=O)C2=CC=C(NC(=O)C3=CC(C4=CC5=C(C=CC=C5)C=C4)=CC(O)=C3O)C=C2)CC1 Chemical compound CN1CCN(C(=O)C(CC2=CC=CC=C2)NS(=O)(=O)C2=CC=C(NC(=O)C3=CC(C4=CC5=C(C=CC=C5)C=C4)=CC(O)=C3O)C=C2)CC1 HEJFMYXMRQASOO-UHFFFAOYSA-N 0.000 description 1
- IEQQAMATCMNMII-UHFFFAOYSA-N CN1CCN(C(=O)C(CC2=CC=CC=C2)NS(=O)(=O)C2=CC=C(NC(=O)C3=CC(S(=O)(=O)N4CCC5=C(C=CC=C5)C4)=CC(O)=C3O)C=C2)CC1 Chemical compound CN1CCN(C(=O)C(CC2=CC=CC=C2)NS(=O)(=O)C2=CC=C(NC(=O)C3=CC(S(=O)(=O)N4CCC5=C(C=CC=C5)C4)=CC(O)=C3O)C=C2)CC1 IEQQAMATCMNMII-UHFFFAOYSA-N 0.000 description 1
- DCOHMLBBCAZLDO-UHFFFAOYSA-N CNC(=O)C(CC1=CC=CC=C1)NS(=O)(=O)C1=CC=C(NC(=O)C2=CC(CC3=C(C(C)C)C=CC=C3)=C(O)C(O)=C2O)C=C1 Chemical compound CNC(=O)C(CC1=CC=CC=C1)NS(=O)(=O)C1=CC=C(NC(=O)C2=CC(CC3=C(C(C)C)C=CC=C3)=C(O)C(O)=C2O)C=C1 DCOHMLBBCAZLDO-UHFFFAOYSA-N 0.000 description 1
- KKFRIMCDIMOWNQ-UHFFFAOYSA-N CNC(=O)C1=C(O)C(O)=C(O)C(CC2=C(C(C)C)C=CC=C2)=C1 Chemical compound CNC(=O)C1=C(O)C(O)=C(O)C(CC2=C(C(C)C)C=CC=C2)=C1 KKFRIMCDIMOWNQ-UHFFFAOYSA-N 0.000 description 1
- ICOYDQWJVUPBRA-UHFFFAOYSA-N CNS(=O)(=O)C1=C(O)C(O)=C(O)C(C(=O)N2CCC3=C(C=C(S(=O)(=O)NCCC4=CC=CC=C4)C=C3)C2)=C1 Chemical compound CNS(=O)(=O)C1=C(O)C(O)=C(O)C(C(=O)N2CCC3=C(C=C(S(=O)(=O)NCCC4=CC=CC=C4)C=C3)C2)=C1 ICOYDQWJVUPBRA-UHFFFAOYSA-N 0.000 description 1
- KUHBXBPLAWSCME-UHFFFAOYSA-N CNS(=O)(=O)C1=CC2=C(C=C1)CCN(C(=O)C1=CC(S(=O)(=O)N3CCC4=C(C=CC=C4)C3)=C(O)C(O)=C1O)C2 Chemical compound CNS(=O)(=O)C1=CC2=C(C=C1)CCN(C(=O)C1=CC(S(=O)(=O)N3CCC4=C(C=CC=C4)C3)=C(O)C(O)=C1O)C2 KUHBXBPLAWSCME-UHFFFAOYSA-N 0.000 description 1
- SRKJPPXPYRYFQM-UHFFFAOYSA-N COC(=O)C(CC(C)C)NS(=O)(=O)C1=CC=C(NC(=O)C2=CC(CC3=C(C(C)C)C=CC=C3)=C(O)C(O)=C2O)C=C1 Chemical compound COC(=O)C(CC(C)C)NS(=O)(=O)C1=CC=C(NC(=O)C2=CC(CC3=C(C(C)C)C=CC=C3)=C(O)C(O)=C2O)C=C1 SRKJPPXPYRYFQM-UHFFFAOYSA-N 0.000 description 1
- NUKSJRFQNGVOJY-UHFFFAOYSA-N COC(=O)C(CC1=CC=CC=C1)NC(=O)C1=CC(CC2=C(C(C)C)C=CC=C2)=C(O)C(O)=C1O Chemical compound COC(=O)C(CC1=CC=CC=C1)NC(=O)C1=CC(CC2=C(C(C)C)C=CC=C2)=C(O)C(O)=C1O NUKSJRFQNGVOJY-UHFFFAOYSA-N 0.000 description 1
- SPHFHBOXHAWWLL-UHFFFAOYSA-N COC(=O)C(CC1=CC=CC=C1)NS(=O)(=O)C1=CC=C(NC(=O)C2=CC(CC3=C(C(C)C)C=CC=C3)=C(O)C(O)=C2O)C=C1 Chemical compound COC(=O)C(CC1=CC=CC=C1)NS(=O)(=O)C1=CC=C(NC(=O)C2=CC(CC3=C(C(C)C)C=CC=C3)=C(O)C(O)=C2O)C=C1 SPHFHBOXHAWWLL-UHFFFAOYSA-N 0.000 description 1
- QZOXRBYWWABDDN-UHFFFAOYSA-N COC(=O)C(NS(=O)(=O)C1=CC=C(NC(=O)C2=CC(CC3=C(C(C)C)C=CC=C3)=C(O)C(O)=C2O)C=C1)C(C)C Chemical compound COC(=O)C(NS(=O)(=O)C1=CC=C(NC(=O)C2=CC(CC3=C(C(C)C)C=CC=C3)=C(O)C(O)=C2O)C=C1)C(C)C QZOXRBYWWABDDN-UHFFFAOYSA-N 0.000 description 1
- HKIRNPKKKGCSBG-UHFFFAOYSA-N COC(=O)C(NS(=O)(=O)C1=CC=C(NC(=O)C2=CC(CC3=C(C(C)C)C=CC=C3)=C(O)C(O)=C2O)C=C1)C1=CC=CC=C1 Chemical compound COC(=O)C(NS(=O)(=O)C1=CC=C(NC(=O)C2=CC(CC3=C(C(C)C)C=CC=C3)=C(O)C(O)=C2O)C=C1)C1=CC=CC=C1 HKIRNPKKKGCSBG-UHFFFAOYSA-N 0.000 description 1
- JAEBDLCOXUBNBH-UHFFFAOYSA-N COC(=O)C1=CC=C(C2=CC3=C(C4=CC=C(C5=CC=CC=C5)C=C4)C(O)=C(O)C(O)=C3C2=O)C=C1 Chemical compound COC(=O)C1=CC=C(C2=CC3=C(C4=CC=C(C5=CC=CC=C5)C=C4)C(O)=C(O)C(O)=C3C2=O)C=C1 JAEBDLCOXUBNBH-UHFFFAOYSA-N 0.000 description 1
- QZOXRBYWWABDDN-XMMPIXPASA-N COC(=O)[C@H](NS(=O)(=O)C1=CC=C(NC(=O)C2=CC(CC3=C(C(C)C)C=CC=C3)=C(O)C(O)=C2O)C=C1)C(C)C Chemical compound COC(=O)[C@H](NS(=O)(=O)C1=CC=C(NC(=O)C2=CC(CC3=C(C(C)C)C=CC=C3)=C(O)C(O)=C2O)C=C1)C(C)C QZOXRBYWWABDDN-XMMPIXPASA-N 0.000 description 1
- XMSLXQZMDASATJ-UHFFFAOYSA-N COC1=C(C2=C3C=CC=CC3=CC=C2)C=C(C(=O)NC2=CC=C(S(=O)(=O)C3=CC=CC=C3C(C)(C)C)C=C2)C(OC)=C1OC Chemical compound COC1=C(C2=C3C=CC=CC3=CC=C2)C=C(C(=O)NC2=CC=C(S(=O)(=O)C3=CC=CC=C3C(C)(C)C)C=C2)C(OC)=C1OC XMSLXQZMDASATJ-UHFFFAOYSA-N 0.000 description 1
- DOADOFVEYPOTQT-UHFFFAOYSA-N COC1=C(C2=CC3=C(C=CC=C3)C=C2)C=C(C(=O)NC2=CC=C(S(=O)(=O)C3=CC=CC=C3C(C)(C)C)C=C2)C(O)=C1 Chemical compound COC1=C(C2=CC3=C(C=CC=C3)C=C2)C=C(C(=O)NC2=CC=C(S(=O)(=O)C3=CC=CC=C3C(C)(C)C)C=C2)C(O)=C1 DOADOFVEYPOTQT-UHFFFAOYSA-N 0.000 description 1
- PYRLGOIPDCITMO-UHFFFAOYSA-N COC1=C(CC2=C(C(C)C)C=CC=C2)C=C(C(=O)NC2=CC=C(S(=O)(=O)C3=C(C(C)(C)C)C=CC=C3)C=C2)C(OC)=C1OC Chemical compound COC1=C(CC2=C(C(C)C)C=CC=C2)C=C(C(=O)NC2=CC=C(S(=O)(=O)C3=C(C(C)(C)C)C=CC=C3)C=C2)C(OC)=C1OC PYRLGOIPDCITMO-UHFFFAOYSA-N 0.000 description 1
- CGUDQEBRPXPTFB-UHFFFAOYSA-N COC1=C(CC2=C3C=CC=CC3=CC=C2)C=C(C(=O)NC2=CC=C(S(=O)(=O)C3=CC=CC4=C3C=CC=C4)C=C2)C(OC)=C1OC Chemical compound COC1=C(CC2=C3C=CC=CC3=CC=C2)C=C(C(=O)NC2=CC=C(S(=O)(=O)C3=CC=CC4=C3C=CC=C4)C=C2)C(OC)=C1OC CGUDQEBRPXPTFB-UHFFFAOYSA-N 0.000 description 1
- GPWWNMURYOYCJK-UHFFFAOYSA-N COC1=C(CC2=C3C=CC=CC3=CC=C2)C=C(C(=O)NC2=CC=C(S(=O)(=O)NC34CC5CC(CC(C5)C3)C4)C=C2)C(OC)=C1OC Chemical compound COC1=C(CC2=C3C=CC=CC3=CC=C2)C=C(C(=O)NC2=CC=C(S(=O)(=O)NC34CC5CC(CC(C5)C3)C4)C=C2)C(OC)=C1OC GPWWNMURYOYCJK-UHFFFAOYSA-N 0.000 description 1
- GKAQFZZBWHXKOH-UHFFFAOYSA-N COC1=C(NC(=O)C2=CC(S(=O)(=O)N3CCC4=C(C=CC=C4)C3)=CC(O)=C2O)C=C(S(=O)(=O)NC2=C(C(C)C)C=CC=C2)C=C1 Chemical compound COC1=C(NC(=O)C2=CC(S(=O)(=O)N3CCC4=C(C=CC=C4)C3)=CC(O)=C2O)C=C(S(=O)(=O)NC2=C(C(C)C)C=CC=C2)C=C1 GKAQFZZBWHXKOH-UHFFFAOYSA-N 0.000 description 1
- QNMFWZROZNIKLV-UHFFFAOYSA-N COC1=C(O)C(O)=C(C(=O)C2N=C3C=CC=CC3S2)C=C1C(=O)C1/N=C2/C=CC=CC2S1 Chemical compound COC1=C(O)C(O)=C(C(=O)C2N=C3C=CC=CC3S2)C=C1C(=O)C1/N=C2/C=CC=CC2S1 QNMFWZROZNIKLV-UHFFFAOYSA-N 0.000 description 1
- BXMNFLYATBILMT-UHFFFAOYSA-N COC1=C(O)C(O)=C(C(=O)NC2=CC=C(S(=O)(=O)C3=C(C(C)(C)C)C=CC=C3)C=C2)C=C1C(=O)C1=CC2=C(C=CC=C2)C=C1 Chemical compound COC1=C(O)C(O)=C(C(=O)NC2=CC=C(S(=O)(=O)C3=C(C(C)(C)C)C=CC=C3)C=C2)C=C1C(=O)C1=CC2=C(C=CC=C2)C=C1 BXMNFLYATBILMT-UHFFFAOYSA-N 0.000 description 1
- CRIWUEQHKPDTAL-UHFFFAOYSA-N COC1=CC=C(C(=O)NC2=C(Cl)C(S(=O)(=O)N(C)CCC3=CC=CC=C3)=CC(C(=O)O)=C2)C=C1 Chemical compound COC1=CC=C(C(=O)NC2=C(Cl)C(S(=O)(=O)N(C)CCC3=CC=CC=C3)=CC(C(=O)O)=C2)C=C1 CRIWUEQHKPDTAL-UHFFFAOYSA-N 0.000 description 1
- UKLZCDOWFYKROB-UHFFFAOYSA-N Cc(cc1O)c(CCCc2ccccc2)c(O)c1O Chemical compound Cc(cc1O)c(CCCc2ccccc2)c(O)c1O UKLZCDOWFYKROB-UHFFFAOYSA-N 0.000 description 1
- WIRGYVRIDAVZFV-NDEPHWFRSA-N NC(=O)[C@H](CC1=CC=CC=C1)NS(=O)(=O)C1=CC=C2CCN(C(=O)C3=CC(S(=O)(=O)N4CCC5=C(C=CC=C5)C4)=C(O)C(O)=C3O)CC2=C1 Chemical compound NC(=O)[C@H](CC1=CC=CC=C1)NS(=O)(=O)C1=CC=C2CCN(C(=O)C3=CC(S(=O)(=O)N4CCC5=C(C=CC=C5)C4)=C(O)C(O)=C3O)CC2=C1 WIRGYVRIDAVZFV-NDEPHWFRSA-N 0.000 description 1
- ZHBNKTZRVRHOEM-UHFFFAOYSA-N NS(=O)(=O)C1=CC=C(CCNS(=O)(=O)C2=CC3=C(C=C2)CCN(C(=O)C2=CC(S(=O)(=O)N4CCC5=C(C=CC=C5)C4)=C(O)C(O)=C2O)C3)C=C1 Chemical compound NS(=O)(=O)C1=CC=C(CCNS(=O)(=O)C2=CC3=C(C=C2)CCN(C(=O)C2=CC(S(=O)(=O)N4CCC5=C(C=CC=C5)C4)=C(O)C(O)=C2O)C3)C=C1 ZHBNKTZRVRHOEM-UHFFFAOYSA-N 0.000 description 1
- JXMHBHZZHYQQCB-UHFFFAOYSA-N O=C(C1=C(O)C(O)=C(O)C(S(=O)(=O)N2CCC3=CC=C(S(=O)(=O)N4CCCCC4)C=C3C2)=C1)N1CCC2=C(C=CC=C2)C1 Chemical compound O=C(C1=C(O)C(O)=C(O)C(S(=O)(=O)N2CCC3=CC=C(S(=O)(=O)N4CCCCC4)C=C3C2)=C1)N1CCC2=C(C=CC=C2)C1 JXMHBHZZHYQQCB-UHFFFAOYSA-N 0.000 description 1
- OGNHVKUYKCUVSB-UHFFFAOYSA-N O=C(C1=CC(C(=O)C2/N=C3/C=CC=CC3S2)=C(O)C(O)=C1O)C1N=C2C=CC=CC2S1 Chemical compound O=C(C1=CC(C(=O)C2/N=C3/C=CC=CC3S2)=C(O)C(O)=C1O)C1N=C2C=CC=CC2S1 OGNHVKUYKCUVSB-UHFFFAOYSA-N 0.000 description 1
- BPZPLBMIKDBKLL-UHFFFAOYSA-N O=C(C1=CC(C(=O)C2=CC=C(OC3=CC=CC=C3)C=C2)=C(O)C(O)=C1O)C1=NC2=C(C=CC=C2)O1 Chemical compound O=C(C1=CC(C(=O)C2=CC=C(OC3=CC=CC=C3)C=C2)=C(O)C(O)=C1O)C1=NC2=C(C=CC=C2)O1 BPZPLBMIKDBKLL-UHFFFAOYSA-N 0.000 description 1
- CYBLECRKSFPWGB-UHFFFAOYSA-N O=C(C1=CC(C(=O)C2=CC=C(OC3=CC=CC=C3)C=C2)=C(O)C(O)=C1O)C1=NC2=C(C=CC=C2)S1 Chemical compound O=C(C1=CC(C(=O)C2=CC=C(OC3=CC=CC=C3)C=C2)=C(O)C(O)=C1O)C1=NC2=C(C=CC=C2)S1 CYBLECRKSFPWGB-UHFFFAOYSA-N 0.000 description 1
- OMRUIKJXALSQSZ-UHFFFAOYSA-N O=C(C1=CC(C(=O)C2=CC=CC3=C2/C=C\C=C/3)=C(O)C(O)=C1O)C1=CC=CC2=C1C=CC=C2 Chemical compound O=C(C1=CC(C(=O)C2=CC=CC3=C2/C=C\C=C/3)=C(O)C(O)=C1O)C1=CC=CC2=C1C=CC=C2 OMRUIKJXALSQSZ-UHFFFAOYSA-N 0.000 description 1
- NZNLOMIHRHJQCL-UHFFFAOYSA-N O=C(C1=CC(S(=O)(=O)N2CCC3=C(C=CC=C3)C2)=C(O)C(O)=C1O)N1CCC2=C(C=C(S(=O)(=O)N3CCN(S(=O)(=O)C4=CC=CC=C4)CC3)C=C2)C1 Chemical compound O=C(C1=CC(S(=O)(=O)N2CCC3=C(C=CC=C3)C2)=C(O)C(O)=C1O)N1CCC2=C(C=C(S(=O)(=O)N3CCN(S(=O)(=O)C4=CC=CC=C4)CC3)C=C2)C1 NZNLOMIHRHJQCL-UHFFFAOYSA-N 0.000 description 1
- OVCGBBNAGKVYDT-UHFFFAOYSA-N O=C(C1=CC(S(=O)(=O)N2CCC3=C(C=CC=C3)C2)=C(O)C(O)=C1O)N1CCC2=C(C=C(S(=O)(=O)NC3=CC=C(C4=CC=CC=C4)C=C3)C=C2)C1 Chemical compound O=C(C1=CC(S(=O)(=O)N2CCC3=C(C=CC=C3)C2)=C(O)C(O)=C1O)N1CCC2=C(C=C(S(=O)(=O)NC3=CC=C(C4=CC=CC=C4)C=C3)C=C2)C1 OVCGBBNAGKVYDT-UHFFFAOYSA-N 0.000 description 1
- IAHOBKQYTHQVQW-UHFFFAOYSA-N O=C(C1=CC(S(=O)(=O)N2CCC3=C(C=CC=C3)C2)=C(O)C(O)=C1O)N1CCC2=C(C=C(S(=O)(=O)NCCC3=CC(Cl)=CC=C3)C=C2)C1 Chemical compound O=C(C1=CC(S(=O)(=O)N2CCC3=C(C=CC=C3)C2)=C(O)C(O)=C1O)N1CCC2=C(C=C(S(=O)(=O)NCCC3=CC(Cl)=CC=C3)C=C2)C1 IAHOBKQYTHQVQW-UHFFFAOYSA-N 0.000 description 1
- GJYXGNADXYRILF-UHFFFAOYSA-N O=C(C1=CC(S(=O)(=O)N2CCC3=C(C=CC=C3)C2)=C(O)C(O)=C1O)N1CCC2=C(C=C(S(=O)(=O)NCCC3=CC(OC4=CC=CC=C4)=CC=C3)C=C2)C1 Chemical compound O=C(C1=CC(S(=O)(=O)N2CCC3=C(C=CC=C3)C2)=C(O)C(O)=C1O)N1CCC2=C(C=C(S(=O)(=O)NCCC3=CC(OC4=CC=CC=C4)=CC=C3)C=C2)C1 GJYXGNADXYRILF-UHFFFAOYSA-N 0.000 description 1
- PHKJYFSDAQZUAF-UHFFFAOYSA-N O=C(C1=CC(S(=O)(=O)N2CCC3=C(C=CC=C3)C2)=C(O)C(O)=C1O)N1CCC2=C(C=C(S(=O)(=O)NCCC3=CC=C(C4=CC=CC=C4)C=C3)C=C2)C1 Chemical compound O=C(C1=CC(S(=O)(=O)N2CCC3=C(C=CC=C3)C2)=C(O)C(O)=C1O)N1CCC2=C(C=C(S(=O)(=O)NCCC3=CC=C(C4=CC=CC=C4)C=C3)C=C2)C1 PHKJYFSDAQZUAF-UHFFFAOYSA-N 0.000 description 1
- NIJLZBTZCLKLAY-UHFFFAOYSA-N O=C(C1=CC(S(=O)(=O)N2CCC3=C(C=CC=C3)C2)=C(O)C(O)=C1O)N1CCC2=C(C=C(S(=O)(=O)NCCC3=CC=C(Cl)C=C3)C=C2)C1 Chemical compound O=C(C1=CC(S(=O)(=O)N2CCC3=C(C=CC=C3)C2)=C(O)C(O)=C1O)N1CCC2=C(C=C(S(=O)(=O)NCCC3=CC=C(Cl)C=C3)C=C2)C1 NIJLZBTZCLKLAY-UHFFFAOYSA-N 0.000 description 1
- UUNYPWAXHYIPMH-UHFFFAOYSA-N O=C(C1=CC(S(=O)(=O)N2CCC3=C(C=CC=C3)C2)=C(O)C(O)=C1O)N1CCC2=C(C=C(S(=O)(=O)NCCC3=CC=C(OC4=CC=CC=C4)C=C3)C=C2)C1 Chemical compound O=C(C1=CC(S(=O)(=O)N2CCC3=C(C=CC=C3)C2)=C(O)C(O)=C1O)N1CCC2=C(C=C(S(=O)(=O)NCCC3=CC=C(OC4=CC=CC=C4)C=C3)C=C2)C1 UUNYPWAXHYIPMH-UHFFFAOYSA-N 0.000 description 1
- ZOSULCJPQFFCTR-UHFFFAOYSA-N O=C(C1=CC(S(=O)(=O)N2CCC3=C(C=CC=C3)C2)=C(O)C(O)=C1O)N1CCC2=C(C=C(S(=O)(=O)NCCC3=CC=C4OCOC4=C3)C=C2)C1 Chemical compound O=C(C1=CC(S(=O)(=O)N2CCC3=C(C=CC=C3)C2)=C(O)C(O)=C1O)N1CCC2=C(C=C(S(=O)(=O)NCCC3=CC=C4OCOC4=C3)C=C2)C1 ZOSULCJPQFFCTR-UHFFFAOYSA-N 0.000 description 1
- UJHRPTKOIGAEMY-UHFFFAOYSA-N O=C(C1=CC(S(=O)(=O)N2CCC3=C(C=CC=C3)C2)=C(O)C(O)=C1O)N1CCC2=C(C=C(S(=O)(=O)NCCCC3=CC=CC=C3)C=C2)C1 Chemical compound O=C(C1=CC(S(=O)(=O)N2CCC3=C(C=CC=C3)C2)=C(O)C(O)=C1O)N1CCC2=C(C=C(S(=O)(=O)NCCCC3=CC=CC=C3)C=C2)C1 UJHRPTKOIGAEMY-UHFFFAOYSA-N 0.000 description 1
- XEZQJVAERCLVBF-UHFFFAOYSA-N O=C(C1=CC(S(=O)(=O)N2CCC3=C(C=CC=C3)C2)=C(O)C(O)=C1O)N1CCC2=C(C=CC=C2)C1 Chemical compound O=C(C1=CC(S(=O)(=O)N2CCC3=C(C=CC=C3)C2)=C(O)C(O)=C1O)N1CCC2=C(C=CC=C2)C1 XEZQJVAERCLVBF-UHFFFAOYSA-N 0.000 description 1
- XNWGWEJDYQCKGI-UHFFFAOYSA-N O=C(C1=CC(S(=O)(=O)N2CCC3=C(C=CC=C3)C2)=C(O)C(O)=C1O)N1CCC2=CC=C(S(=O)(=O)N3CCC(CC4=CC=CC=C4)CC3)C=C2C1 Chemical compound O=C(C1=CC(S(=O)(=O)N2CCC3=C(C=CC=C3)C2)=C(O)C(O)=C1O)N1CCC2=CC=C(S(=O)(=O)N3CCC(CC4=CC=CC=C4)CC3)C=C2C1 XNWGWEJDYQCKGI-UHFFFAOYSA-N 0.000 description 1
- LNSAICQERPQIOY-UHFFFAOYSA-N O=C(C1=CC(S(=O)(=O)N2CCC3=C(C=CC=C3)C2)=C(O)C(O)=C1O)N1CCC2=CC=C(S(=O)(=O)N3CCCCC3)C=C2C1 Chemical compound O=C(C1=CC(S(=O)(=O)N2CCC3=C(C=CC=C3)C2)=C(O)C(O)=C1O)N1CCC2=CC=C(S(=O)(=O)N3CCCCC3)C=C2C1 LNSAICQERPQIOY-UHFFFAOYSA-N 0.000 description 1
- CYUFBGNTHVMPFO-UHFFFAOYSA-N O=C(C1=CC(S(=O)(=O)N2CCC3=C(C=CC=C3)C2)=C(O)C(O)=C1O)N1CCC2=CC=C(S(=O)(=O)NC3=CC=CC=C3)C=C2C1 Chemical compound O=C(C1=CC(S(=O)(=O)N2CCC3=C(C=CC=C3)C2)=C(O)C(O)=C1O)N1CCC2=CC=C(S(=O)(=O)NC3=CC=CC=C3)C=C2C1 CYUFBGNTHVMPFO-UHFFFAOYSA-N 0.000 description 1
- YYULNNZUHUXKKN-UHFFFAOYSA-N O=C(C1=CC(S(=O)(=O)N2CCC3=C(C=CC=C3)C2)=C(O)C(O)=C1O)N1CCC2=CC=C(S(=O)(=O)NCC(C3=CC=CC=C3)C3=CC=CC=C3)C=C2C1 Chemical compound O=C(C1=CC(S(=O)(=O)N2CCC3=C(C=CC=C3)C2)=C(O)C(O)=C1O)N1CCC2=CC=C(S(=O)(=O)NCC(C3=CC=CC=C3)C3=CC=CC=C3)C=C2C1 YYULNNZUHUXKKN-UHFFFAOYSA-N 0.000 description 1
- WUEKXODNYMPXOZ-UHFFFAOYSA-N O=C(C1=CC(S(=O)(=O)N2CCC3=C(C=CC=C3)C2)=C(O)C(O)=C1O)N1CCC2=CC=C(S(=O)(=O)NCC3=CC=CC=C3)C=C2C1 Chemical compound O=C(C1=CC(S(=O)(=O)N2CCC3=C(C=CC=C3)C2)=C(O)C(O)=C1O)N1CCC2=CC=C(S(=O)(=O)NCC3=CC=CC=C3)C=C2C1 WUEKXODNYMPXOZ-UHFFFAOYSA-N 0.000 description 1
- OSQLCUKXLMRWFH-UHFFFAOYSA-N O=C(C1=CC(S(=O)(=O)N2CCC3=C(C=CC=C3)C2)=C(O)C(O)=C1O)N1CCC2=CC=C(S(=O)(=O)NCCC3=CC=CC=C3)C=C2C1 Chemical compound O=C(C1=CC(S(=O)(=O)N2CCC3=C(C=CC=C3)C2)=C(O)C(O)=C1O)N1CCC2=CC=C(S(=O)(=O)NCCC3=CC=CC=C3)C=C2C1 OSQLCUKXLMRWFH-UHFFFAOYSA-N 0.000 description 1
- FDOPMGGPNBKJTH-XIFFEERXSA-N O=C(C1=CC(S(=O)(=O)N2CCC3=C(C=CC=C3)C2)=C(O)C(O)=C1O)N1CCC2=CC=C(S(=O)(=O)N[C@@H](CC3=CC=CC=C3)C(=O)N3CCCCC3)C=C2C1 Chemical compound O=C(C1=CC(S(=O)(=O)N2CCC3=C(C=CC=C3)C2)=C(O)C(O)=C1O)N1CCC2=CC=C(S(=O)(=O)N[C@@H](CC3=CC=CC=C3)C(=O)N3CCCCC3)C=C2C1 FDOPMGGPNBKJTH-XIFFEERXSA-N 0.000 description 1
- FORPCIYDNMIAED-YTTGMZPUSA-N O=C(C1=CC(S(=O)(=O)N2CCC3=C(C=CC=C3)C2)=C(O)C(O)=C1O)N1CCC2=CC=C(S(=O)(=O)N[C@@H](CC3=CC=CC=C3)C(=O)N3CCN(C(=O)C(F)(F)F)CC3)C=C2C1 Chemical compound O=C(C1=CC(S(=O)(=O)N2CCC3=C(C=CC=C3)C2)=C(O)C(O)=C1O)N1CCC2=CC=C(S(=O)(=O)N[C@@H](CC3=CC=CC=C3)C(=O)N3CCN(C(=O)C(F)(F)F)CC3)C=C2C1 FORPCIYDNMIAED-YTTGMZPUSA-N 0.000 description 1
- COAUUBAUDUDYGA-UHFFFAOYSA-N O=C(C1=CC(S(=O)(=O)N2CCC3=C(C=CC=C3)C2)=C(O)C(O)=C1O)N1CCN(S(=O)(=O)C2=CC=CC=C2)CC1 Chemical compound O=C(C1=CC(S(=O)(=O)N2CCC3=C(C=CC=C3)C2)=C(O)C(O)=C1O)N1CCN(S(=O)(=O)C2=CC=CC=C2)CC1 COAUUBAUDUDYGA-UHFFFAOYSA-N 0.000 description 1
- YVZFCORSWIIHOX-UHFFFAOYSA-N O=C(C1=CC(S(=O)(=O)NC2=CC=CC=C2)=C(O)C(O)=C1O)N1CCC2=C(C=C(S(=O)(=O)NCCC3=CC=CC=C3)C=C2)C1 Chemical compound O=C(C1=CC(S(=O)(=O)NC2=CC=CC=C2)=C(O)C(O)=C1O)N1CCC2=C(C=C(S(=O)(=O)NCCC3=CC=CC=C3)C=C2)C1 YVZFCORSWIIHOX-UHFFFAOYSA-N 0.000 description 1
- PJRQUCPKDKKADQ-UHFFFAOYSA-N O=C(C1=CC(S(=O)(=O)NCC2=CC=CC=C2)=C(O)C(O)=C1O)N1CCC2=C(C=C(S(=O)(=O)NCCC3=CC=CC=C3)C=C2)C1 Chemical compound O=C(C1=CC(S(=O)(=O)NCC2=CC=CC=C2)=C(O)C(O)=C1O)N1CCC2=C(C=C(S(=O)(=O)NCCC3=CC=CC=C3)C=C2)C1 PJRQUCPKDKKADQ-UHFFFAOYSA-N 0.000 description 1
- YGDXIPAFWOKDTG-UHFFFAOYSA-N O=C(C1=CC(S(=O)(=O)NCCCC2=CC=CC=C2)=C(O)C(O)=C1O)N1CCC2=C(C=C(S(=O)(=O)NCCC3=CC=C([N+](=O)[O-])C=C3)C=C2)C1 Chemical compound O=C(C1=CC(S(=O)(=O)NCCCC2=CC=CC=C2)=C(O)C(O)=C1O)N1CCC2=C(C=C(S(=O)(=O)NCCC3=CC=C([N+](=O)[O-])C=C3)C=C2)C1 YGDXIPAFWOKDTG-UHFFFAOYSA-N 0.000 description 1
- UBOFTCKULZAFMJ-UHFFFAOYSA-N O=C(C1=CC(S(=O)(=O)NCCCCC2=CC=CC=C2)=C(O)C(O)=C1O)N1CCC2=C(C=C(S(=O)(=O)NCCC3=CC=CC=C3)C=C2)C1 Chemical compound O=C(C1=CC(S(=O)(=O)NCCCCC2=CC=CC=C2)=C(O)C(O)=C1O)N1CCC2=C(C=C(S(=O)(=O)NCCC3=CC=CC=C3)C=C2)C1 UBOFTCKULZAFMJ-UHFFFAOYSA-N 0.000 description 1
- PAYVUXNMYLDDFO-UHFFFAOYSA-N O=C(C1=CC2=C(C=CC=C2)C=C1)C1=CC(C(=O)C2=CC=C(OC3=CC=CC=C3)C=C2)=C(O)C(O)=C1O Chemical compound O=C(C1=CC2=C(C=CC=C2)C=C1)C1=CC(C(=O)C2=CC=C(OC3=CC=CC=C3)C=C2)=C(O)C(O)=C1O PAYVUXNMYLDDFO-UHFFFAOYSA-N 0.000 description 1
- ZUYDDFHCKTXPCO-UHFFFAOYSA-N O=C(C1=CC=C(Br)C=C1)C1=C(O)C(O)=C(O)C(CCCC2=CC=CC=C2)=C1 Chemical compound O=C(C1=CC=C(Br)C=C1)C1=C(O)C(O)=C(O)C(CCCC2=CC=CC=C2)=C1 ZUYDDFHCKTXPCO-UHFFFAOYSA-N 0.000 description 1
- BFVHHEVBJGCOFT-UHFFFAOYSA-N O=C(C1=CC=C(CC2=C(O)C(O)=C(O)C(CCCC3=CC=CC=C3)=C2)C=C1)C1=C(O)C(O)=CC=C1 Chemical compound O=C(C1=CC=C(CC2=C(O)C(O)=C(O)C(CCCC3=CC=CC=C3)=C2)C=C1)C1=C(O)C(O)=CC=C1 BFVHHEVBJGCOFT-UHFFFAOYSA-N 0.000 description 1
- OAGLKOSIMFSCEP-UHFFFAOYSA-N O=C(C1=CC=C(OC2=CC=C(S(=O)(=O)N3CCCCC3)C(Cl)=C2)C=C1)C1=C(O)C(O)=C(O)C(C(=O)/C2=N/C3=C(C=CC=C3)S2)=C1 Chemical compound O=C(C1=CC=C(OC2=CC=C(S(=O)(=O)N3CCCCC3)C(Cl)=C2)C=C1)C1=C(O)C(O)=C(O)C(C(=O)/C2=N/C3=C(C=CC=C3)S2)=C1 OAGLKOSIMFSCEP-UHFFFAOYSA-N 0.000 description 1
- PZNPHSABNYIWKY-UHFFFAOYSA-N O=C(C1=CC=C(OC2=CC=CC=C2)C=C1)C1=C(O)C(O)=C(O)C(C(=O)C2=C3C=CC=CC3=CC=C2)=C1 Chemical compound O=C(C1=CC=C(OC2=CC=CC=C2)C=C1)C1=C(O)C(O)=C(O)C(C(=O)C2=C3C=CC=CC3=CC=C2)=C1 PZNPHSABNYIWKY-UHFFFAOYSA-N 0.000 description 1
- UMDKEZCEKGUAFB-UHFFFAOYSA-N O=C(C1=CC=C(OC2=CC=CC=C2)C=C1)C1=C(O)C(O)=C(O)C(C2=CC=C3C=CC=CC3=C2)=C1 Chemical compound O=C(C1=CC=C(OC2=CC=CC=C2)C=C1)C1=C(O)C(O)=C(O)C(C2=CC=C3C=CC=CC3=C2)=C1 UMDKEZCEKGUAFB-UHFFFAOYSA-N 0.000 description 1
- HMOWEQIJWYYRIH-UHFFFAOYSA-N O=C(C1=CC=C(OC2=CC=CC=C2)C=C1)C1=C(O)C(O)=C(O)C(C2=CC=CC3=C2C=CC=C3)=C1 Chemical compound O=C(C1=CC=C(OC2=CC=CC=C2)C=C1)C1=C(O)C(O)=C(O)C(C2=CC=CC3=C2C=CC=C3)=C1 HMOWEQIJWYYRIH-UHFFFAOYSA-N 0.000 description 1
- QFILZNRUFGVJET-UHFFFAOYSA-N O=C(C1=CC=C(OC2=CC=CC=C2)C=C1)C1=C(O)C(O)=C(O)C=C1 Chemical compound O=C(C1=CC=C(OC2=CC=CC=C2)C=C1)C1=C(O)C(O)=C(O)C=C1 QFILZNRUFGVJET-UHFFFAOYSA-N 0.000 description 1
- ALZDOMCJTAIQQK-UHFFFAOYSA-N O=C(C1=CC=C(OC2=CC=CC=C2)C=C1)C1=CC(C(=O)C2=CC=C(OC3=CC=CC=C3)C=C2)=C(O)C(O)=C1O Chemical compound O=C(C1=CC=C(OC2=CC=CC=C2)C=C1)C1=CC(C(=O)C2=CC=C(OC3=CC=CC=C3)C=C2)=C(O)C(O)=C1O ALZDOMCJTAIQQK-UHFFFAOYSA-N 0.000 description 1
- HUQWPRCNQQHRFO-UHFFFAOYSA-N O=C(C1=CC=C(OC2=CC=CC=C2)C=C1)C1=CC(CC2=CC=CC=C2)=C(O)C(O)=C1O Chemical compound O=C(C1=CC=C(OC2=CC=CC=C2)C=C1)C1=CC(CC2=CC=CC=C2)=C(O)C(O)=C1O HUQWPRCNQQHRFO-UHFFFAOYSA-N 0.000 description 1
- GSEUNOIVPISZQY-UHFFFAOYSA-N O=C(C1=CC=C2C=CC=CC2=C1)C1=CC(C(=O)C2=CC=C3C=CC=CC3=C2)=C(O)C(O)=C1O Chemical compound O=C(C1=CC=C2C=CC=CC2=C1)C1=CC(C(=O)C2=CC=C3C=CC=CC3=C2)=C(O)C(O)=C1O GSEUNOIVPISZQY-UHFFFAOYSA-N 0.000 description 1
- YLTAMGJPIMFKBM-UHFFFAOYSA-N O=C(C1=CC=CC(Br)=C1)C1=C(O)C(O)=C(O)C(CCCC2=CC=CC=C2)=C1 Chemical compound O=C(C1=CC=CC(Br)=C1)C1=C(O)C(O)=C(O)C(CCCC2=CC=CC=C2)=C1 YLTAMGJPIMFKBM-UHFFFAOYSA-N 0.000 description 1
- QSWULIFQOPMCST-UHFFFAOYSA-N O=C(C1=CC=CC=C1)C1=CC(NS(=O)(=O)C2=CC3=C(C=C2)CCN(C(=O)C2=CC(S(=O)(=O)N4CCC5=C(C=CC=C5)C4)=C(O)C(O)=C2O)C3)=CC=C1 Chemical compound O=C(C1=CC=CC=C1)C1=CC(NS(=O)(=O)C2=CC3=C(C=C2)CCN(C(=O)C2=CC(S(=O)(=O)N4CCC5=C(C=CC=C5)C4)=C(O)C(O)=C2O)C3)=CC=C1 QSWULIFQOPMCST-UHFFFAOYSA-N 0.000 description 1
- SATYRPJKQJOWKG-UHFFFAOYSA-N O=C(C1=CC=CC=C1Cl)C1CC2=C(C3=CC=CC=C3)C(O)=C(O)C(O)=C2C1=O Chemical compound O=C(C1=CC=CC=C1Cl)C1CC2=C(C3=CC=CC=C3)C(O)=C(O)C(O)=C2C1=O SATYRPJKQJOWKG-UHFFFAOYSA-N 0.000 description 1
- IBGUVCYKNHDVQL-UHFFFAOYSA-N O=C(NC1=C(Cl)C=CC(S(=O)(=O)C2=CC=C(Cl)C=C2)=C1)C1=CC(C2=CC=C(C3=CC=CC4=C3C=CC=C4)C=C2)=C(O)C(O)=C1O Chemical compound O=C(NC1=C(Cl)C=CC(S(=O)(=O)C2=CC=C(Cl)C=C2)=C1)C1=CC(C2=CC=C(C3=CC=CC4=C3C=CC=C4)C=C2)=C(O)C(O)=C1O IBGUVCYKNHDVQL-UHFFFAOYSA-N 0.000 description 1
- ODTWWDGZFIWHER-UHFFFAOYSA-N O=C(NC1=CC(Cl)=C(Cl)C=C1)C1=C(O)C(O)=C(O)C(CCC2=CC=CC=C2)=C1 Chemical compound O=C(NC1=CC(Cl)=C(Cl)C=C1)C1=C(O)C(O)=C(O)C(CCC2=CC=CC=C2)=C1 ODTWWDGZFIWHER-UHFFFAOYSA-N 0.000 description 1
- FYEYHDOOAYIROF-UHFFFAOYSA-N O=C(NC1=CC(S(=O)(=O)C2=CC=C(Cl)C=C2)=CC=C1Cl)C1=C(O)C(I)=CC(I)=C1 Chemical compound O=C(NC1=CC(S(=O)(=O)C2=CC=C(Cl)C=C2)=CC=C1Cl)C1=C(O)C(I)=CC(I)=C1 FYEYHDOOAYIROF-UHFFFAOYSA-N 0.000 description 1
- FTKLKHCPFJCCLB-UHFFFAOYSA-N O=C(NC1=CC(S(=O)(=O)C2=CC=C(Cl)C=C2)=CC=C1Cl)C1=C(O)C(O)=C(O)C(CC2=CC=CC=C2)=C1 Chemical compound O=C(NC1=CC(S(=O)(=O)C2=CC=C(Cl)C=C2)=CC=C1Cl)C1=C(O)C(O)=C(O)C(CC2=CC=CC=C2)=C1 FTKLKHCPFJCCLB-UHFFFAOYSA-N 0.000 description 1
- RDENJCKJXCUVFJ-UHFFFAOYSA-N O=C(NC1=CC(S(=O)(=O)C2=CC=C(Cl)C=C2)=CC=C1Cl)C1=CC(C2=CC=C3C=CC=CC3=C2)=C(O)C(O)=C1O Chemical compound O=C(NC1=CC(S(=O)(=O)C2=CC=C(Cl)C=C2)=CC=C1Cl)C1=CC(C2=CC=C3C=CC=CC3=C2)=C(O)C(O)=C1O RDENJCKJXCUVFJ-UHFFFAOYSA-N 0.000 description 1
- ARICLDHILFPIPN-UHFFFAOYSA-N O=C(NC1=CC(S(=O)(=O)C2=CC=C(Cl)C=C2)=CC=C1Cl)C1=CC(CCC2=CC=CC(Cl)=C2)=C(O)C(O)=C1O Chemical compound O=C(NC1=CC(S(=O)(=O)C2=CC=C(Cl)C=C2)=CC=C1Cl)C1=CC(CCC2=CC=CC(Cl)=C2)=C(O)C(O)=C1O ARICLDHILFPIPN-UHFFFAOYSA-N 0.000 description 1
- RBXAJVIEQWGIMR-UHFFFAOYSA-N O=C(NC1=CC(S(=O)(=O)C2=CC=CC=C2)=CC=C1)C1=C(O)C(O)=C(O)C(CCC2=CC=CC=C2)=C1 Chemical compound O=C(NC1=CC(S(=O)(=O)C2=CC=CC=C2)=CC=C1)C1=C(O)C(O)=C(O)C(CCC2=CC=CC=C2)=C1 RBXAJVIEQWGIMR-UHFFFAOYSA-N 0.000 description 1
- TWSGXAFMLCKJSW-UHFFFAOYSA-N O=C(NC1=CC(S(=O)(=O)C2=CC=CC=C2)=CC=C1)C1=C(O)C(O)=C(O)C=C1 Chemical compound O=C(NC1=CC(S(=O)(=O)C2=CC=CC=C2)=CC=C1)C1=C(O)C(O)=C(O)C=C1 TWSGXAFMLCKJSW-UHFFFAOYSA-N 0.000 description 1
- MNNSKMXOVGAQFB-UHFFFAOYSA-N O=C(NC1=CC(S(=O)(=O)C2=CC=CC=C2)=CC=C1Cl)C1=C(O)C(I)=CC(I)=C1 Chemical compound O=C(NC1=CC(S(=O)(=O)C2=CC=CC=C2)=CC=C1Cl)C1=C(O)C(I)=CC(I)=C1 MNNSKMXOVGAQFB-UHFFFAOYSA-N 0.000 description 1
- IETCQPHGKUVUAD-UHFFFAOYSA-N O=C(NC1=CC2=C(C=C1)C1=C(C=CC=C1)C2=O)C1=C(O)C(O)=C(O)C(C2=C3C=CC=CC3=CC=C2)=C1 Chemical compound O=C(NC1=CC2=C(C=C1)C1=C(C=CC=C1)C2=O)C1=C(O)C(O)=C(O)C(C2=C3C=CC=CC3=CC=C2)=C1 IETCQPHGKUVUAD-UHFFFAOYSA-N 0.000 description 1
- NDPJWEONORODHI-UHFFFAOYSA-N O=C(NC1=CC2=C(C=C1)C1=C(C=CC=C1)S2(=O)=O)C1=C(O)C(O)=C(O)C(C2=C3C=CC=CC3=CC=C2)=C1 Chemical compound O=C(NC1=CC2=C(C=C1)C1=C(C=CC=C1)S2(=O)=O)C1=C(O)C(O)=C(O)C(C2=C3C=CC=CC3=CC=C2)=C1 NDPJWEONORODHI-UHFFFAOYSA-N 0.000 description 1
- GHJWIUWZEBQTQA-UHFFFAOYSA-N O=C(NC1=CC=C(OC2=CC=CC=C2)C=C1)C1=C(O)C(O)=C(O)C(CCC2=CC=CC=C2)=C1 Chemical compound O=C(NC1=CC=C(OC2=CC=CC=C2)C=C1)C1=C(O)C(O)=C(O)C(CCC2=CC=CC=C2)=C1 GHJWIUWZEBQTQA-UHFFFAOYSA-N 0.000 description 1
- VULPTHLINXERQB-UHFFFAOYSA-N O=C(NC1=CC=C(S(=O)(=O)C2=CC=C(Cl)C=C2)C=C1)C1=CC=C(O)C(O)=C1O Chemical compound O=C(NC1=CC=C(S(=O)(=O)C2=CC=C(Cl)C=C2)C=C1)C1=CC=C(O)C(O)=C1O VULPTHLINXERQB-UHFFFAOYSA-N 0.000 description 1
- NMIYHKXPVNPBIE-UHFFFAOYSA-N O=C(NC1=CC=C(S(=O)(=O)C2=CC=C3C=CC=CC3=C2)C=C1)C1=CC(CC2=C3C=CC=CC3=CC=C2)=C(O)C(O)=C1O Chemical compound O=C(NC1=CC=C(S(=O)(=O)C2=CC=C3C=CC=CC3=C2)C=C1)C1=CC(CC2=C3C=CC=CC3=CC=C2)=C(O)C(O)=C1O NMIYHKXPVNPBIE-UHFFFAOYSA-N 0.000 description 1
- CGSIJNKVBVZVLU-UHFFFAOYSA-N O=C(NC1=CC=C(S(=O)(=O)C2=CC=CC=C2)C=C1)C1=CC(CC2=CC=CC=C2)=C(O)C(O)=C1O Chemical compound O=C(NC1=CC=C(S(=O)(=O)C2=CC=CC=C2)C=C1)C1=CC(CC2=CC=CC=C2)=C(O)C(O)=C1O CGSIJNKVBVZVLU-UHFFFAOYSA-N 0.000 description 1
- KBSOZVBHPPGOAS-UHFFFAOYSA-N O=C(NC1=CC=C(S(=O)(=O)C2=CC=CC=N2)C=C1)C1=CC(CC2=C3C=CC=CC3=CC=C2)=C(O)C(O)=C1O Chemical compound O=C(NC1=CC=C(S(=O)(=O)C2=CC=CC=N2)C=C1)C1=CC(CC2=C3C=CC=CC3=CC=C2)=C(O)C(O)=C1O KBSOZVBHPPGOAS-UHFFFAOYSA-N 0.000 description 1
- PVNOJQLXSURPKG-UHFFFAOYSA-N O=C(NC1=CC=C(S(=O)(=O)C2=CC=CC=N2)C=C1)C1=CC(CC2=CC=CC=C2)=C(O)C(O)=C1O Chemical compound O=C(NC1=CC=C(S(=O)(=O)C2=CC=CC=N2)C=C1)C1=CC(CC2=CC=CC=C2)=C(O)C(O)=C1O PVNOJQLXSURPKG-UHFFFAOYSA-N 0.000 description 1
- GPBFDXFVZVDPMJ-UHFFFAOYSA-N O=C(NC1=CC=C(S(=O)(=O)N2CCC(CC3=CC=CC=C3)CC2)C=C1)C1=CC(S(=O)(=O)N2CCC(CC3=CC=CC=C3)CC2)=CC(O)=C1O Chemical compound O=C(NC1=CC=C(S(=O)(=O)N2CCC(CC3=CC=CC=C3)CC2)C=C1)C1=CC(S(=O)(=O)N2CCC(CC3=CC=CC=C3)CC2)=CC(O)=C1O GPBFDXFVZVDPMJ-UHFFFAOYSA-N 0.000 description 1
- BJVMADNCTMJOBD-UHFFFAOYSA-N O=C(NC1=CC=C(S(=O)(=O)N2CCC(CC3=CC=CC=C3)CC2)C=C1O)C1=CC(S(=O)(=O)N2CCC(CC3=CC=CC=C3)CC2)=CC(O)=C1O Chemical compound O=C(NC1=CC=C(S(=O)(=O)N2CCC(CC3=CC=CC=C3)CC2)C=C1O)C1=CC(S(=O)(=O)N2CCC(CC3=CC=CC=C3)CC2)=CC(O)=C1O BJVMADNCTMJOBD-UHFFFAOYSA-N 0.000 description 1
- VXWNCXCFHKWAFX-UHFFFAOYSA-N O=C(NC1=CC=C(S(=O)(=O)N2CCC(CC3=CC=CC=C3)CC2)C=C1O)C1=CC(S(=O)(=O)NCCC2=CC=CC=C2)=CC(O)=C1O Chemical compound O=C(NC1=CC=C(S(=O)(=O)N2CCC(CC3=CC=CC=C3)CC2)C=C1O)C1=CC(S(=O)(=O)NCCC2=CC=CC=C2)=CC(O)=C1O VXWNCXCFHKWAFX-UHFFFAOYSA-N 0.000 description 1
- UISQKFHFOGTGPE-UHFFFAOYSA-N O=C(NC1=CC=C(S(=O)(=O)N2CCC(N(CC3=CC=CC=C3)C3=CC=C(Cl)C=C3)CC2)C=C1)C1=CC(S(=O)(=O)N2CCC3=C(C=CC=C3)C2)=CC(O)=C1O Chemical compound O=C(NC1=CC=C(S(=O)(=O)N2CCC(N(CC3=CC=CC=C3)C3=CC=C(Cl)C=C3)CC2)C=C1)C1=CC(S(=O)(=O)N2CCC3=C(C=CC=C3)C2)=CC(O)=C1O UISQKFHFOGTGPE-UHFFFAOYSA-N 0.000 description 1
- UXIPZVDQIBCFCV-UHFFFAOYSA-N O=C(NC1=CC=C(S(=O)(=O)N2CCC(NC(C3=CC=CC=C3)C3=CC=CC=C3)CC2)C=C1)C1=CC(S(=O)(=O)N2CCC3=C(C=CC=C3)C2)=CC(O)=C1O Chemical compound O=C(NC1=CC=C(S(=O)(=O)N2CCC(NC(C3=CC=CC=C3)C3=CC=CC=C3)CC2)C=C1)C1=CC(S(=O)(=O)N2CCC3=C(C=CC=C3)C2)=CC(O)=C1O UXIPZVDQIBCFCV-UHFFFAOYSA-N 0.000 description 1
- MAXAUCBMKDUFBH-UHFFFAOYSA-N O=C(NC1=CC=C(S(=O)(=O)N2CCC(NC3=C(C4=CC=CC=C4)C=CC=C3)CC2)C=C1)C1=CC(S(=O)(=O)N2CCC3=C(C=CC=C3)C2)=CC(O)=C1O Chemical compound O=C(NC1=CC=C(S(=O)(=O)N2CCC(NC3=C(C4=CC=CC=C4)C=CC=C3)CC2)C=C1)C1=CC(S(=O)(=O)N2CCC3=C(C=CC=C3)C2)=CC(O)=C1O MAXAUCBMKDUFBH-UHFFFAOYSA-N 0.000 description 1
- ZDIZQQOULSSGCH-UHFFFAOYSA-N O=C(NC1=CC=C(S(=O)(=O)N2CCC(NC3=CC(OC4=CC=CC=C4)=CC=C3)CC2)C=C1)C1=CC(S(=O)(=O)N2CCC3=C(C=CC=C3)C2)=CC(O)=C1O Chemical compound O=C(NC1=CC=C(S(=O)(=O)N2CCC(NC3=CC(OC4=CC=CC=C4)=CC=C3)CC2)C=C1)C1=CC(S(=O)(=O)N2CCC3=C(C=CC=C3)C2)=CC(O)=C1O ZDIZQQOULSSGCH-UHFFFAOYSA-N 0.000 description 1
- CQXXSJOADVIUEK-UHFFFAOYSA-N O=C(NC1=CC=C(S(=O)(=O)N2CCN(C3=CC=CC=C3)CC2)C=C1)C1=CC(S(=O)(=O)N2CCC3=C(C=CC=C3)C2)=CC(O)=C1O Chemical compound O=C(NC1=CC=C(S(=O)(=O)N2CCN(C3=CC=CC=C3)CC2)C=C1)C1=CC(S(=O)(=O)N2CCC3=C(C=CC=C3)C2)=CC(O)=C1O CQXXSJOADVIUEK-UHFFFAOYSA-N 0.000 description 1
- ZEYWUAZOMRTPBU-UHFFFAOYSA-N O=C(NC1=CC=C(S(=O)(=O)N2CCOCC2)C=C1)C1=CC(S(=O)(=O)N2CCC3=C(C=CC=C3)C2)=CC(O)=C1O Chemical compound O=C(NC1=CC=C(S(=O)(=O)N2CCOCC2)C=C1)C1=CC(S(=O)(=O)N2CCC3=C(C=CC=C3)C2)=CC(O)=C1O ZEYWUAZOMRTPBU-UHFFFAOYSA-N 0.000 description 1
- AMRLERQEMQBROQ-UHFFFAOYSA-N O=C(NC1=CC=C(S(=O)(=O)NC2=CC=C(Cl)C=C2)C=C1)C1=CC=C(O)C(O)=C1O Chemical compound O=C(NC1=CC=C(S(=O)(=O)NC2=CC=C(Cl)C=C2)C=C1)C1=CC=C(O)C(O)=C1O AMRLERQEMQBROQ-UHFFFAOYSA-N 0.000 description 1
- UIIOJFKEQHESNW-UHFFFAOYSA-N O=C(NC1=CC=C2C(=C1)S(=O)(=O)C1=C2C=CC=C1)C1=CC(/C2=C/C3=CC=CC=C3S2)=C(O)C(O)=C1O Chemical compound O=C(NC1=CC=C2C(=C1)S(=O)(=O)C1=C2C=CC=C1)C1=CC(/C2=C/C3=CC=CC=C3S2)=C(O)C(O)=C1O UIIOJFKEQHESNW-UHFFFAOYSA-N 0.000 description 1
- SJLPDTPVJUQTBW-UHFFFAOYSA-N O=C(NC1=CC=C2C(=C1)S(=O)(=O)C1=C2C=CC=C1)C1=CC(C2=CC3=C(C=CC=C3)C=C2)=C(O)C(O)=C1O Chemical compound O=C(NC1=CC=C2C(=C1)S(=O)(=O)C1=C2C=CC=C1)C1=CC(C2=CC3=C(C=CC=C3)C=C2)=C(O)C(O)=C1O SJLPDTPVJUQTBW-UHFFFAOYSA-N 0.000 description 1
- DLANBLJYDCNPNN-UHFFFAOYSA-N O=C(NC1=CC=C2C(=C1)S(=O)(=O)C1=C2C=CC=C1)C1=CC(CC2=CC=CC=C2)=C(O)C(O)=C1O Chemical compound O=C(NC1=CC=C2C(=C1)S(=O)(=O)C1=C2C=CC=C1)C1=CC(CC2=CC=CC=C2)=C(O)C(O)=C1O DLANBLJYDCNPNN-UHFFFAOYSA-N 0.000 description 1
- LTBSYCODXBASTH-UHFFFAOYSA-N O=C(NC1=CC=CC(S(=O)(=O)C2=CC=CC=C2)=C1)C1=CC(CCC2=CC=CC=C2)=CC(O)=C1O Chemical compound O=C(NC1=CC=CC(S(=O)(=O)C2=CC=CC=C2)=C1)C1=CC(CCC2=CC=CC=C2)=CC(O)=C1O LTBSYCODXBASTH-UHFFFAOYSA-N 0.000 description 1
- QFCGWKILQYTRID-UHFFFAOYSA-N O=C(NC1=CC=CC=C1)C1=CC(CC2=CC=CC=C2)=C(O)C(O)=C1O Chemical compound O=C(NC1=CC=CC=C1)C1=CC(CC2=CC=CC=C2)=C(O)C(O)=C1O QFCGWKILQYTRID-UHFFFAOYSA-N 0.000 description 1
- MLYTXDREDQUBRT-UHFFFAOYSA-N O=C(NC1=CC=CC=C1)C1=CC(S(=O)(=O)NC2=CC=CC=C2)=CC(O)=C1O Chemical compound O=C(NC1=CC=CC=C1)C1=CC(S(=O)(=O)NC2=CC=CC=C2)=CC(O)=C1O MLYTXDREDQUBRT-UHFFFAOYSA-N 0.000 description 1
- PDXKXCRVBALFRE-UHFFFAOYSA-N O=C(NCC1=CC=CC=C1)C1=C(O)C(O)=C(O)C(S(=O)(=O)N2CCC3=CC=C(S(=O)(=O)N4CCCCC4)C=C3C2)=C1 Chemical compound O=C(NCC1=CC=CC=C1)C1=C(O)C(O)=C(O)C(S(=O)(=O)N2CCC3=CC=C(S(=O)(=O)N4CCCCC4)C=C3C2)=C1 PDXKXCRVBALFRE-UHFFFAOYSA-N 0.000 description 1
- IGWSABAWYLTMNK-UHFFFAOYSA-N O=C(NCCC1=CC=CC=C1)C1=CC=C(C2=CC3=C(C4=CC=C(C5=CC=CC=C5)C=C4)C(O)=C(O)C(O)=C3C2=O)C=C1 Chemical compound O=C(NCCC1=CC=CC=C1)C1=CC=C(C2=CC3=C(C4=CC=C(C5=CC=CC=C5)C=C4)C(O)=C(O)C(O)=C3C2=O)C=C1 IGWSABAWYLTMNK-UHFFFAOYSA-N 0.000 description 1
- DAVVIRYSDFDDTH-UHFFFAOYSA-N O=C(O)C1=CC(C2=C3C=CC=CC3=CC=C2)=CC(CCC2=CC=CC=C2)=C1O Chemical compound O=C(O)C1=CC(C2=C3C=CC=CC3=CC=C2)=CC(CCC2=CC=CC=C2)=C1O DAVVIRYSDFDDTH-UHFFFAOYSA-N 0.000 description 1
- KMRHNMKEUZKKJO-UHFFFAOYSA-N O=C(O)C1=CC(C2=CC=CC3=C2C=CC=C3)=CC(CCC2=CC=C(S(=O)(=O)NCCCCC3=CC=CC=C3)C=C2)=C1O Chemical compound O=C(O)C1=CC(C2=CC=CC3=C2C=CC=C3)=CC(CCC2=CC=C(S(=O)(=O)NCCCCC3=CC=CC=C3)C=C2)=C1O KMRHNMKEUZKKJO-UHFFFAOYSA-N 0.000 description 1
- HBAHQQJRENSSBW-UHFFFAOYSA-N O=C1C(Br)=CC2=C(C3=CC=CC=C3)C(O)=C(O)C(O)=C12 Chemical compound O=C1C(Br)=CC2=C(C3=CC=CC=C3)C(O)=C(O)C(O)=C12 HBAHQQJRENSSBW-UHFFFAOYSA-N 0.000 description 1
- YKZUVRAFPRRURR-UHFFFAOYSA-N O=C1C(C2=C3C=CC=CC3=CC=C2)=CC2=C(C3=CC=CC=C3)C(O)=C(O)C(O)=C12 Chemical compound O=C1C(C2=C3C=CC=CC3=CC=C2)=CC2=C(C3=CC=CC=C3)C(O)=C(O)C(O)=C12 YKZUVRAFPRRURR-UHFFFAOYSA-N 0.000 description 1
- GFNRDLIRQJXXLM-UHFFFAOYSA-N O=C1C(C2=CC=C(C(=O)N3CCC(CC4=CC=CC=C4)CC3)C=C2)=CC2=C(C3=CC=C(C4=CC=CC=C4)C=C3)C(O)=C(O)C(O)=C12 Chemical compound O=C1C(C2=CC=C(C(=O)N3CCC(CC4=CC=CC=C4)CC3)C=C2)=CC2=C(C3=CC=C(C4=CC=CC=C4)C=C3)C(O)=C(O)C(O)=C12 GFNRDLIRQJXXLM-UHFFFAOYSA-N 0.000 description 1
- FNFMMCWBKNRNHG-UHFFFAOYSA-N O=C1C(C2=CC=C(C3=CC=CC=C3)C=C2)=CC2=C(C3=CC=CC=C3)C(O)=C(O)C(O)=C12 Chemical compound O=C1C(C2=CC=C(C3=CC=CC=C3)C=C2)=CC2=C(C3=CC=CC=C3)C(O)=C(O)C(O)=C12 FNFMMCWBKNRNHG-UHFFFAOYSA-N 0.000 description 1
- VNUSOUYMXJEUSS-UHFFFAOYSA-N O=C1C2=C(O)C(O)=C(O)C(C3=CC=CC=C3)=C2CC1C(O)C1=CC=CC=C1Cl Chemical compound O=C1C2=C(O)C(O)=C(O)C(C3=CC=CC=C3)=C2CC1C(O)C1=CC=CC=C1Cl VNUSOUYMXJEUSS-UHFFFAOYSA-N 0.000 description 1
- WGFKOAAKHGYFFP-UHFFFAOYSA-N O=S(=O)(C1=CC=CC=C1)C1=CC=C(C2=CC(CC3=CC=CC=C3)=C(O)C(O)=C2O)C=C1 Chemical compound O=S(=O)(C1=CC=CC=C1)C1=CC=C(C2=CC(CC3=CC=CC=C3)=C(O)C(O)=C2O)C=C1 WGFKOAAKHGYFFP-UHFFFAOYSA-N 0.000 description 1
- VKJKXTMEZXYUGD-UHFFFAOYSA-N OC1=C(CC2=CC=CC=C2)C=C(CC2=CC=C(C3=CC=CC=C3)C=C2)C(O)=C1O Chemical compound OC1=C(CC2=CC=CC=C2)C=C(CC2=CC=C(C3=CC=CC=C3)C=C2)C(O)=C1O VKJKXTMEZXYUGD-UHFFFAOYSA-N 0.000 description 1
- WJENDMXVEMKEBK-UHFFFAOYSA-N OC1=C(CC2=CC=CC=C2)C=C(CC2=CC=C(OC3=CC=CC=C3)C=C2)C(O)=C1O Chemical compound OC1=C(CC2=CC=CC=C2)C=C(CC2=CC=C(OC3=CC=CC=C3)C=C2)C(O)=C1O WJENDMXVEMKEBK-UHFFFAOYSA-N 0.000 description 1
- WZELMOCGTIZAMC-UHFFFAOYSA-N OC1=C(CCC2=CC=CC=C2)C=C(CC2=CC=C(OC3=CC=CC=C3)C=C2)C(O)=C1O Chemical compound OC1=C(CCC2=CC=CC=C2)C=C(CC2=CC=C(OC3=CC=CC=C3)C=C2)C(O)=C1O WZELMOCGTIZAMC-UHFFFAOYSA-N 0.000 description 1
- BOUHGFLKBZBNPZ-UHFFFAOYSA-N OC1=C(CCCC2=CC=CC=C2)C=C(CC2=CC=C(OC3=CC=CC=C3)C=C2)C(O)=C1O Chemical compound OC1=C(CCCC2=CC=CC=C2)C=C(CC2=CC=C(OC3=CC=CC=C3)C=C2)C(O)=C1O BOUHGFLKBZBNPZ-UHFFFAOYSA-N 0.000 description 1
- WRGLBAWHTLMZPO-UHFFFAOYSA-N OC1=C(O)C(O)=C(C2=CC=C(CC3=CC=CC=C3)C=C2)C=C1CC1=CC=CC=C1 Chemical compound OC1=C(O)C(O)=C(C2=CC=C(CC3=CC=CC=C3)C=C2)C=C1CC1=CC=CC=C1 WRGLBAWHTLMZPO-UHFFFAOYSA-N 0.000 description 1
- SRPMNGHNSUVQGF-UHFFFAOYSA-N OC1=C(O)C(O)=C(C2=CC=C(CCCC3=CC=CC=C3)C=C2)C=C1CC1=CC=CC=C1 Chemical compound OC1=C(O)C(O)=C(C2=CC=C(CCCC3=CC=CC=C3)C=C2)C=C1CC1=CC=CC=C1 SRPMNGHNSUVQGF-UHFFFAOYSA-N 0.000 description 1
- SZXSYBKAYJSTJU-UHFFFAOYSA-N OC1=C(O)C(O)=C(C2=CC=C(CCCCCC3=CC=CC=C3)C=C2)C=C1CC1=CC=CC=C1 Chemical compound OC1=C(O)C(O)=C(C2=CC=C(CCCCCC3=CC=CC=C3)C=C2)C=C1CC1=CC=CC=C1 SZXSYBKAYJSTJU-UHFFFAOYSA-N 0.000 description 1
- BWBTWSCXCGRHLG-UHFFFAOYSA-N OC1=CC=C(CC2=CC=C(OC3=CC=CC=C3)C=C2)C(O)=C1O Chemical compound OC1=CC=C(CC2=CC=C(OC3=CC=CC=C3)C=C2)C(O)=C1O BWBTWSCXCGRHLG-UHFFFAOYSA-N 0.000 description 1
- LSKZVLFZKDQMRX-UHFFFAOYSA-N OC1=CC=CC(CC2=CC=C(CC3=C(O)C(O)=C(O)C(CCCC4CCCCC4)=C3)C=C2)=C1O Chemical compound OC1=CC=CC(CC2=CC=C(CC3=C(O)C(O)=C(O)C(CCCC4CCCCC4)=C3)C=C2)=C1O LSKZVLFZKDQMRX-UHFFFAOYSA-N 0.000 description 1
- NFNICWZJGVODGI-HKBQPEDESA-O [Cl-].[NH3+]CCCNC(=O)[C@H](CC1=CC=CC=C1)NS(=O)(=O)C1=CC=C2CCN(C(=O)C3=CC(S(=O)(=O)N4CCC5=C(C=CC=C5)C4)=C(O)C(O)=C3O)CC2=C1 Chemical compound [Cl-].[NH3+]CCCNC(=O)[C@H](CC1=CC=CC=C1)NS(=O)(=O)C1=CC=C2CCN(C(=O)C3=CC(S(=O)(=O)N4CCC5=C(C=CC=C5)C4)=C(O)C(O)=C3O)CC2=C1 NFNICWZJGVODGI-HKBQPEDESA-O 0.000 description 1
- JXWUIQVRFBDAQE-UHFFFAOYSA-N [H]N(C(CC1=CC=CC=C1)C(=O)OC)S(=O)(=O)C1=CC=C(NC(=O)C2=CC(S(=O)(=O)N3CCC4=C(C=CC=C4)C3)=C(O)C(O)=C2O)C=C1 Chemical compound [H]N(C(CC1=CC=CC=C1)C(=O)OC)S(=O)(=O)C1=CC=C(NC(=O)C2=CC(S(=O)(=O)N3CCC4=C(C=CC=C4)C3)=C(O)C(O)=C2O)C=C1 JXWUIQVRFBDAQE-UHFFFAOYSA-N 0.000 description 1
- HCHSHTUVGQSWQC-UHFFFAOYSA-N [H]N(CC(C1=CC=CC=C1)C1=CC=CC=C1)S(=O)(=O)C1=CC=C(NC(=O)C2=CC(CC3=CC=CC=C3)=C(O)C(O)=C2O)C=C1 Chemical compound [H]N(CC(C1=CC=CC=C1)C1=CC=CC=C1)S(=O)(=O)C1=CC=C(NC(=O)C2=CC(CC3=CC=CC=C3)=C(O)C(O)=C2O)C=C1 HCHSHTUVGQSWQC-UHFFFAOYSA-N 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
- C07C205/27—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups
- C07C205/35—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups having nitro groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
- C07C205/36—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups having nitro groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton to carbon atoms of the same non-condensed six-membered aromatic ring or to carbon atoms of six-membered aromatic rings being part of the same condensed ring system
- C07C205/38—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups having nitro groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton to carbon atoms of the same non-condensed six-membered aromatic ring or to carbon atoms of six-membered aromatic rings being part of the same condensed ring system the oxygen atom of at least one of the etherified hydroxy groups being further bound to a carbon atom of a six-membered aromatic ring, e.g. nitrodiphenyl ethers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/075—Ethers or acetals
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C235/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms
- C07C235/42—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings and singly-bound oxygen atoms bound to the same carbon skeleton
- C07C235/44—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings and singly-bound oxygen atoms bound to the same carbon skeleton with carbon atoms of carboxamide groups and singly-bound oxygen atoms bound to carbon atoms of the same non-condensed six-membered aromatic ring
- C07C235/58—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings and singly-bound oxygen atoms bound to the same carbon skeleton with carbon atoms of carboxamide groups and singly-bound oxygen atoms bound to carbon atoms of the same non-condensed six-membered aromatic ring with carbon atoms of carboxamide groups and singly-bound oxygen atoms, bound in ortho-position to carbon atoms of the same non-condensed six-membered aromatic ring
- C07C235/60—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings and singly-bound oxygen atoms bound to the same carbon skeleton with carbon atoms of carboxamide groups and singly-bound oxygen atoms bound to carbon atoms of the same non-condensed six-membered aromatic ring with carbon atoms of carboxamide groups and singly-bound oxygen atoms, bound in ortho-position to carbon atoms of the same non-condensed six-membered aromatic ring having the nitrogen atoms of the carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C235/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms
- C07C235/42—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings and singly-bound oxygen atoms bound to the same carbon skeleton
- C07C235/44—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings and singly-bound oxygen atoms bound to the same carbon skeleton with carbon atoms of carboxamide groups and singly-bound oxygen atoms bound to carbon atoms of the same non-condensed six-membered aromatic ring
- C07C235/58—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings and singly-bound oxygen atoms bound to the same carbon skeleton with carbon atoms of carboxamide groups and singly-bound oxygen atoms bound to carbon atoms of the same non-condensed six-membered aromatic ring with carbon atoms of carboxamide groups and singly-bound oxygen atoms, bound in ortho-position to carbon atoms of the same non-condensed six-membered aromatic ring
- C07C235/64—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings and singly-bound oxygen atoms bound to the same carbon skeleton with carbon atoms of carboxamide groups and singly-bound oxygen atoms bound to carbon atoms of the same non-condensed six-membered aromatic ring with carbon atoms of carboxamide groups and singly-bound oxygen atoms, bound in ortho-position to carbon atoms of the same non-condensed six-membered aromatic ring having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a six-membered aromatic ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
- C07C311/22—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound oxygen atoms
- C07C311/29—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound oxygen atoms having the sulfur atom of at least one of the sulfonamide groups bound to a carbon atom of a six-membered aromatic ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
- C07C311/30—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups
- C07C311/45—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups at least one of the singly-bound nitrogen atoms being part of any of the groups, X being a hetero atom, Y being any atom, e.g. N-acylaminosulfonamides
- C07C311/46—Y being a hydrogen or a carbon atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C317/00—Sulfones; Sulfoxides
- C07C317/16—Sulfones; Sulfoxides having sulfone or sulfoxide groups and singly-bound oxygen atoms bound to the same carbon skeleton
- C07C317/22—Sulfones; Sulfoxides having sulfone or sulfoxide groups and singly-bound oxygen atoms bound to the same carbon skeleton with sulfone or sulfoxide groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C317/00—Sulfones; Sulfoxides
- C07C317/26—Sulfones; Sulfoxides having sulfone or sulfoxide groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton
- C07C317/32—Sulfones; Sulfoxides having sulfone or sulfoxide groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton with sulfone or sulfoxide groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C317/00—Sulfones; Sulfoxides
- C07C317/26—Sulfones; Sulfoxides having sulfone or sulfoxide groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton
- C07C317/32—Sulfones; Sulfoxides having sulfone or sulfoxide groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton with sulfone or sulfoxide groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
- C07C317/34—Sulfones; Sulfoxides having sulfone or sulfoxide groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton with sulfone or sulfoxide groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton having sulfone or sulfoxide groups and amino groups bound to carbon atoms of six-membered aromatic rings being part of the same non-condensed ring or of a condensed ring system containing that ring
- C07C317/38—Sulfones; Sulfoxides having sulfone or sulfoxide groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton with sulfone or sulfoxide groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton having sulfone or sulfoxide groups and amino groups bound to carbon atoms of six-membered aromatic rings being part of the same non-condensed ring or of a condensed ring system containing that ring with the nitrogen atom of at least one amino group being part of any of the groups, X being a hetero atom, Y being any atom, e.g. N-acylaminosulfones
- C07C317/40—Y being a hydrogen or a carbon atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C317/00—Sulfones; Sulfoxides
- C07C317/44—Sulfones; Sulfoxides having sulfone or sulfoxide groups and carboxyl groups bound to the same carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C39/00—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring
- C07C39/02—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring monocyclic with no unsaturation outside the aromatic ring
- C07C39/10—Polyhydroxy benzenes; Alkylated derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C39/00—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring
- C07C39/12—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring polycyclic with no unsaturation outside the aromatic rings
- C07C39/15—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring polycyclic with no unsaturation outside the aromatic rings with all hydroxy groups on non-condensed rings, e.g. phenylphenol
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C39/00—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring
- C07C39/12—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring polycyclic with no unsaturation outside the aromatic rings
- C07C39/17—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring polycyclic with no unsaturation outside the aromatic rings containing other rings in addition to the six-membered aromatic rings, e.g. cyclohexylphenol
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C39/00—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring
- C07C39/24—Halogenated derivatives
- C07C39/367—Halogenated derivatives polycyclic non-condensed, containing only six-membered aromatic rings as cyclic parts, e.g. halogenated poly-hydroxyphenylalkanes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C43/00—Ethers; Compounds having groups, groups or groups
- C07C43/02—Ethers
- C07C43/20—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring
- C07C43/23—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring containing hydroxy or O-metal groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C43/00—Ethers; Compounds having groups, groups or groups
- C07C43/02—Ethers
- C07C43/257—Ethers having an ether-oxygen atom bound to carbon atoms both belonging to six-membered aromatic rings
- C07C43/295—Ethers having an ether-oxygen atom bound to carbon atoms both belonging to six-membered aromatic rings containing hydroxy or O-metal groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/587—Unsaturated compounds containing a keto groups being part of a ring
- C07C49/703—Unsaturated compounds containing a keto groups being part of a ring containing hydroxy groups
- C07C49/747—Unsaturated compounds containing a keto groups being part of a ring containing hydroxy groups containing six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
- C07C49/82—Ketones containing a keto group bound to a six-membered aromatic ring containing hydroxy groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
- C07C49/82—Ketones containing a keto group bound to a six-membered aromatic ring containing hydroxy groups
- C07C49/83—Ketones containing a keto group bound to a six-membered aromatic ring containing hydroxy groups polycyclic
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
- C07C49/84—Ketones containing a keto group bound to a six-membered aromatic ring containing ether groups, groups, groups, or groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C65/00—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
- C07C65/01—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups containing hydroxy or O-metal groups
- C07C65/105—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups containing hydroxy or O-metal groups polycyclic
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D211/08—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms
- C07D211/10—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with radicals containing only carbon and hydrogen atoms attached to ring carbon atoms
- C07D211/16—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with radicals containing only carbon and hydrogen atoms attached to ring carbon atoms with acylated ring nitrogen atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/62—Oxygen or sulfur atoms
- C07D213/70—Sulfur atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D215/20—Oxygen atoms
- C07D215/22—Oxygen atoms attached in position 2 or 4
- C07D215/227—Oxygen atoms attached in position 2 or 4 only one oxygen atom which is attached in position 2
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D215/20—Oxygen atoms
- C07D215/22—Oxygen atoms attached in position 2 or 4
- C07D215/233—Oxygen atoms attached in position 2 or 4 only one oxygen atom which is attached in position 4
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D217/00—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
- C07D217/02—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with only hydrogen atoms or radicals containing only carbon and hydrogen atoms, directly attached to carbon atoms of the nitrogen-containing ring; Alkylene-bis-isoquinolines
- C07D217/06—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with only hydrogen atoms or radicals containing only carbon and hydrogen atoms, directly attached to carbon atoms of the nitrogen-containing ring; Alkylene-bis-isoquinolines with the ring nitrogen atom acylated by carboxylic or carbonic acids, or with sulfur or nitrogen analogues thereof, e.g. carbamates
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
- C07D263/52—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings condensed with carbocyclic rings or ring systems
- C07D263/54—Benzoxazoles; Hydrogenated benzoxazoles
- C07D263/56—Benzoxazoles; Hydrogenated benzoxazoles with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 2
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/60—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings condensed with carbocyclic rings or ring systems
- C07D277/62—Benzothiazoles
- C07D277/64—Benzothiazoles with only hydrocarbon or substituted hydrocarbon radicals attached in position 2
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D307/78—Benzo [b] furans; Hydrogenated benzo [b] furans
- C07D307/82—Benzo [b] furans; Hydrogenated benzo [b] furans with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to carbon atoms of the hetero ring
- C07D307/84—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D321/00—Heterocyclic compounds containing rings having two oxygen atoms as the only ring hetero atoms, not provided for by groups C07D317/00 - C07D319/00
- C07D321/12—Eight-membered rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/50—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
- C07D333/52—Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes
- C07D333/54—Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the hetero ring
- C07D333/60—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/50—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
- C07D333/76—Dibenzothiophenes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/12—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/14—The ring being saturated
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2603/00—Systems containing at least three condensed rings
- C07C2603/56—Ring systems containing bridged rings
- C07C2603/58—Ring systems containing bridged rings containing three rings
- C07C2603/70—Ring systems containing bridged rings containing three rings containing only six-membered rings
- C07C2603/74—Adamantanes
Definitions
- the present invention provides pharmaceutical compositions comprising a compound of Formula I in a therapeutically effective amount to induce apoptosis in cells or to sensitize cells to inducers of apoptosis.
- Methods for detecting the levels of mRNAs encoding anti-apoptotic Bcl-2 family member proteins or levels of anti-apoptotic Bcl-2 family member proteins in a cell include, but are not limited to, Western blotting using anti-apoptotic Bcl-2 family member protein antibodies, immunohistochemical methods, and methods of nucleic acid amplification or direct RNA detection.
- TW-87 N-[2-Ethyl-(4-chloro-benzenesulfonyl)-phenyl]-2,3,4-trihydroxy-5-(2-isopropyl-benzyl)-benzamide
Abstract
Description
or a pharmaceutically acceptable salt or prodrug thereof, wherein:
E is phenyl or a heteroaromatic group;
X, Y, and Z are independently H, OH, carboxylic acid, amide, sulfonic acid, sulfonamide, sulfinic acid, sulfinamide, aldehyde, phosphoric acid, phosphonamide, alkyl, alkoxy, or aryl, or one of X and Y or Y and Z form a heterocyclic ring, and at least one of X, Y, and Z is OH, carboxylic acid, amide, sulfonic acid, sulfonamide, sulfinic acid, sulfinamide, aldehyde, phosphoric acid, or phosphonamide;
U and W are independently CO, SO, SO2, (CH2)n, S, NH, NHCO, P, PO, or PO2;
n is 0 or 1;
Q is H, alkyl, alkenyl, alkynyl, or halogen; or
Q forms a ring with U and/or W;
R1 and R2 are independently hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl, aryl, heteroaryl, partially saturated heterocycle, heterocycle; NR3R4, OR3, SR3, or CR3R4R5, anyone of which may be optionally substituted; and
R3-R5 are independently alkyl, alkenyl, alkynyl, cycloalkyl, aryl, aralkyl, heteroaryl, heteroaralkyl, heterocycle or form a ring, anyone of which may be optionally substituted.
or a pharmaceutically acceptable salt or prodrug thereof, wherein:
E is phenyl or a heteroaromatic group;
X, Y, and Z are independently H, OH, carboxylic acid, amide, sulfonic acid, sulfonamide, sulfinic acid, sulfinamide, aldehyde, phosphoric acid, phosphonamide, alkyl, alkoxy, or aryl, or one of X and Y or Y and Z form a heterocyclic ring, and at least one of X, Y, and Z is OH, carboxylic acid, amide, sulfonic acid, sulfonamide, sulfinic acid, sulfinamide, aldehyde, phosphoric acid, or phosphonamide;
U and W are independently CO, SO, SO2, (CH2)n, S, NH, NHCO, P, PO, or PO2;
n is 0 or 1;
Q is H, alkyl, alkenyl, alkynyl, or halogen; or
Q forms a ring with U and/or W;
R1 and R2 are independently hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl, aryl, heteroaryl, partially saturated heterocycle, heterocycle; NR3R4, OR3, SR3, or CR3R4R5, anyone of which may be optionally substituted; and
R3-R5 are independently alkyl, alkenyl, alkynyl, cycloalkyl, aryl, aralkyl, heteroaryl, heteroaralkyl, heterocycle or form a ring, anyone of which may be optionally substituted.
In one embodiment, the compounds of the present invention are of formula V, wherein the variables are as defined above and at least one of X, Y, and Z is OH.
TABLE 1 | ||
Aldesleukin | Proleukin | Chiron Corp., |
(des-alanyl-1, serine-125 human | Emeryville, CA | |
interleukin-2) | ||
Alemtuzumab | Campath | Millennium and |
(IgG1κ anti CD52 antibody) | ILEX Partners, | |
LP, Cambridge, | ||
MA | ||
Alitretinoin | Panretin | Ligand Pharma- |
(9-cis-retinoic acid) | ceuticals, Inc., San | |
Diego CA | ||
Allopurinol | Zyloprim | GlaxoSmithKline, |
(1,5-dihydro-4 H-pyrazolo[3,4- | Research Triangle | |
d]pyrimidin-4-one monosodium salt) | Park, NC | |
Altretamine | Hexalen | US Bioscience, |
(N,N,N′,N′,N″,N″,-hexamethyl- | West Con- | |
1,3,5-triazine-2,4,6-triamine) | shohocken, PA | |
Amifostine | Ethyol | US Bioscience |
(ethanethiol, 2-[(3- | ||
aminopropyl)amino]-, dihydrogen | ||
phosphate (ester)) | ||
Anastrozole | Arimidex | AstraZeneca |
(1,3-Benzenediacetonitrile, a,a,a′,a′- | Pharmaceuticals, | |
tetramethyl-5-(1H-1,2,4-triazol-1- | LP, Wilmington, | |
ylmethyl)) | DE | |
Arsenic trioxide | Trisenox | Cell Therapeutic, |
Inc., Seattle, WA | ||
Asparaginase | Elspar | Merck & Co., Inc., |
(L-asparagine amidohydrolase, type | Whitehouse | |
EC-2) | Station, NJ | |
BCG Live | TICE BCG | Organon Teknika, |
(lyophilized preparation of an | Corp., Durham, | |
attenuated strain of Mycobacterium | NC | |
bovis (Bacillus Calmette-Gukin | ||
[BCG], substrain Montreal) | ||
bexarotene capsules | Targretin | Ligand |
(4-[1-(5,6,7,8-tetrahydro-3,5,5,8,8- | Pharmaceuticals | |
pentamethyl-2-napthalenyl) ethenyl] | ||
benzoic acid) | ||
bexarotene gel | Targretin | Ligand |
Pharmaceuticals | ||
Bleomycin | Blenoxane | Bristol-Myers |
(cytotoxic glycopeptide antibiotics | Squibb Co., NY, | |
produced by Streptomyces | NY | |
verticillus; bleomycin A2 and | ||
bleomycin B2) | ||
Capecitabine | Xeloda | Roche |
(5′-deoxy-5-fluoro-N- | ||
[(pentyloxy)carbonyl]-cytidine) | ||
Carboplatin | Paraplatin | Bristol-Myers |
(platinum, diammine [1,1-cyclo- | Squibb | |
butanedicarboxylato(2-)-0,0′]-, | ||
(SP-4-2)) | ||
Carmustine | BCNU, | Bristol-Myers |
(1,3-bis(2-chloroethyl)-1- | BiCNU | Squibb |
nitrosourea) | ||
Carmustine with Polifeprosan 20 | Gliadel | Guilford |
Implant | Wafer | Pharmaceuticals, |
Inc., Baltimore, | ||
MD | ||
Celecoxib | Celebrex | Searle |
(as 4-[5-(4-methylphenyl)-3- | Pharmaceuticals, | |
(trifluoromethyl)-1H-pyrazol-1-yl] | England | |
benzenesulfonamide) | ||
Chlorambucil | Leukeran | GlaxoSmithKline |
(4-[bis(2chlorethyl)amino]benzene- | ||
butanoic acid) | ||
Cisplatin | Platinol | Bristol-Myers |
(PtCl2H6N2) | Squibb | |
Cladribine | Leustatin, 2- | R.W. Johnson |
(2-chloro-2′-deoxy-b-D-adenosine) | CdA | Pharmaceutical |
Research Institute, | ||
Raritan, NJ | ||
Cyclophosphamide | Cytoxan, | Bristol-Myers |
(2-[bis(2-chloroethyl)amino] tetra- | Neosar | Squibb |
hydro-2H-13,2-oxazaphosphorine 2- | ||
oxide monohydrate) | ||
Cytarabine | Cytosar-U | Pharmacia & |
(1-b-D-Arabinofuranosylcytosine, | Upjohn Company | |
C9H13N3O5) | ||
cytarabine liposomal | DepoCyt | Skye |
Pharmaceuticals, | ||
Inc., San Diego, | ||
CA | ||
Dacarbazine | DTIC-Dome | Bayer AG, |
(5-(3,3-dimethyl-1-triazeno)- | Leverkusen, | |
imidazole-4-carboxamide (DTIC)) | Germany | |
Dactinomycin, actinomycin D | Cosmegen | Merck |
(actinomycin produced by | ||
Streptomyces parvullus, | ||
C62H86N12O16) | ||
Darbepoetin alfa | Aranesp | Amgen, Inc., |
(recombinant peptide) | Thousand Oaks, | |
CA | ||
daunorubicin liposomal | DanuoXome | Nexstar |
((8S-cis)-8-acetyl-10-[(3-amino- | Pharmaceuticals, | |
2,3,6-trideoxy-a-L-lyxo-hexo- | Inc., Boulder, CO | |
pyranosyl)oxy]-7,8,9,10-tetrahydro- | ||
6,8,11-trihydroxy-1-methoxy-5,12- | ||
naphthacenedione hydrochloride) | ||
Daunorubicin HCl, daunomycin | Cerubidine | Wyeth Ayerst, |
((1S,3S)-3-Acetyl-1,2,3,4,6,11- | Madison, NJ | |
hexahydro-3,5,12-trihydroxy-10- | ||
methoxy-6,11-dioxo-1-naphthacenyl | ||
3-amino-2,3,6-trideoxy-(alpha)-L- | ||
lyxo-hexopyranoside hydrochloride) | ||
Denileukin diftitox | Ontak | Seragen, Inc., |
(recombinant peptide) | Hopkinton, MA | |
Dexrazoxane | Zinecard | Pharmacia & |
((S)-4,4′-(1-methyl-1,2- | Upjohn Company | |
ethanediyl)bis-2,6-piperazinedione) | ||
Docetaxel | Taxotere | Aventis |
((2R,3S)-N-carboxy-3-phenyliso- | Pharmaceuticals, | |
serine, N-tert-butyl ester, 13-ester | Inc., | |
with 5b-20-epoxy-12a,4,7b,10b,13a- | Bridgewater, NJ | |
hexahydroxytax-11-en-9-one | ||
4-acetate 2-benzoate, trihydrate) | ||
Doxorubicin HCl | Adriamycin, | Pharmacia & |
(8S,10S)-10-[(3-amino-2,3,6-tri- | Rubex | Upjohn Company |
deoxy-a-L-lyxo-hexopyranosyl) | ||
oxy]-8-glycolyl-7,8,9,10-tetrahydro- | ||
6,8,11-trihydroxy-1-methoxy-5,12- | ||
naphthacenedione hydrochloride) | ||
doxorubicin | Adriamycin | Pharmacia & |
PFS | Upjohn Company | |
Intravenous | ||
injection | ||
doxorubicin liposomal | Doxil | Sequus |
Pharmaceuticals, | ||
Inc., Menlo park, | ||
CA | ||
dromostanolone propionate | Dromostanolone | Eli Lilly & |
(17b-Hydroxy-2a-methyl-5a- | Company, | |
androstan-3-one propionate) | Indianapolis, IN | |
dromostanolone propionate | Masterone | Syntex, Corp., |
injection | Palo Alto, CA | |
Elliott's B Solution | Elliott's B | Orphan Medical, |
Solution | Inc | |
Epirubicin | Ellence | Pharmacia & |
((8S-cis)-10-[(3-amino-2,3,6-tri- | Upjohn Company | |
deoxy-a-L-arabino-hexopyranosyl) | ||
oxy]-7,8,9,10-tetrahydro-6,8,11- | ||
trihydroxy-8-(hydroxyacetyl)-1- | ||
methoxy-5,12-naphthacenedione | ||
hydrochloride) | ||
Epoetin alfa | Epogen | Amgen, Inc |
(recombinant peptide) | ||
Estramustine | Emcyt | Pharmacia & |
(estra-1,3,5(10)-triene-3,17- | Upjohn Company | |
diol(17(beta))-, 3-[bis(2-chloro- | ||
ethyl)carbamate] 17-(dihydrogen | ||
phosphate), disodium salt, mono- | ||
hydrate, or estradiol 3-[bis(2-chloro- | ||
ethyl)carbamate] 17-(dihydrogen | ||
phosphate), disodium salt, | ||
monohydrate) | ||
Etoposide phosphate | Etopophos | Bristol-Myers |
(4′-Demethylepipodophyllotoxin 9- | Squibb | |
[4,6-O-(R)-ethylidene-(beta)-D- | ||
glucopyranoside], 4′-(dihydrogen | ||
phosphate)) | ||
etoposide, VP-16 | Vepesid | Bristol-Myers |
(4′-demethylepipodophyllotoxin 9- | Squibb | |
[4,6-0-(R)-ethylidene-(beta)-D- | ||
glucopyranoside]) | ||
Exemestane | Aromasin | Pharmacia & |
(6-methylenandrosta-1,4-diene-3,17- | Upjohn Company | |
dione) | ||
Filgrastim | Neupogen | Amgen, Inc |
(r-metHuG-CSF) | ||
floxuridine (intraarterial) | FUDR | Roche |
(2′-deoxy-5-fluorouridine) | ||
Fludarabine | Fludara | Berlex |
(fluorinated nucleotide analog of the | Laboratories, Inc., | |
antiviral agent vidarabine, 9-b-D- | Cedar Knolls, NJ | |
arabinofuranosyladenine (ara-A)) | ||
Fluorouracil, 5-FU | Adrucil | ICN |
(5-fluoro-2,4(1H,3H)- | Pharmaceuticals, | |
pyrimidinedione) | Inc., Humacao, | |
Puerto Rico | ||
Fulvestrant | Faslodex | IPR |
(7-alpha-[9-(4,4,5,5,5-penta | Pharmaceuticals, | |
fluoropentylsulphinyl) nonyl]estra- | Guayama, Puerto | |
1,3,5-(10)-triene-3,17-beta-diol) | Rico | |
Gemcitabine | Gemzar | Eli Lilly |
(2′-deoxy-2′, 2′-difluorocytidine | ||
monohydrochloride (b-isomer)) | ||
Gemtuzumab Ozogamicin | Mylotarg | Wyeth Ayerst |
(anti-CD33 hP67.6) | ||
Goserelin acetate | Zoladex | AstraZeneca |
(acetate salt of [D- | Implant | Pharmaceuticals |
Ser(But)6,Azgly10]LHRH; | ||
pyro-Glu-His-Trp-Ser-Tyr-D- | ||
Ser(But)-Leu-Arg-Pro-Azgly-NH2 | ||
acetate [C59H84N18O14.(C2H4O2)x | ||
Hydroxyurea | Hydrea | Bristol-Myers |
Squibb | ||
Ibritumomab Tiuxetan | Zevalin | Biogen IDEC, |
(immunoconjugate resulting from a | Inc., Cambridge | |
thiourea covalent bond between the | MA | |
monoclonal antibody Ibritumomab | ||
and the linker-chelator tiuxetan [N- | ||
[2-bis(carboxymethyl)amino]-3-(p- | ||
isothiocyanatophenyl)-propyl]-[N- | ||
[2-bis(carboxymethyl)amino]-2- | ||
(methyl)-ethyl]glycine) | ||
Idarubicin | Idamycin | Pharmacia & |
(5,12-Naphthacenedione, 9-acetyl-7- | Upjohn Company | |
[(3-amino-2,3,6-trideoxy-(alpha)-L- | ||
lyxo-hexopyranosyl)oxy]-7,8,9,10- | ||
tetrahydro-6,9,11- | ||
trihydroxyhydrochloride, (7S-cis)) | ||
Ifosfamide | IFEX | Bristol-Myers |
(3-(2-chloroethyl)-2-[(2- | Squibb | |
chloroethyl)amino]tetrahydro-2H- | ||
1,3,2-oxazaphosphorine 2-oxide) | ||
Imatinib Mesilate | Gleevec | Novartis AG, |
(4-[(4-Methyl-1-piper- | Basel, Switzerland | |
azinyl)methyl]-N-[4-methyl-3-[[4- | ||
(3-pyridinyl)-2-pyrimidinyl]amino]- | ||
phenyl]benzamide | ||
methanesulfonate) | ||
Interferon alfa-2a | Roferon-A | Hoffmann-La |
(recombinant peptide) | Roche, Inc., | |
Nutley, NJ | ||
Interferon alfa-2b | Intron A | Schering AG, |
(recombinant peptide) | (Lyophilized | Berlin, Germany |
Betaseron) | ||
Irinotecan HCl | Camptosar | Pharmacia & |
((4S)-4,11-diethyl-4-hydroxy-9-[(4- | Upjohn Company | |
piperi-dinopiperidino)carbonyloxy]- | ||
1H-pyrano[3′,4′: 6,7] indolizino[1,2- | ||
b] quinoline-3,14(4H, 12H) dione | ||
hydrochloride trihydrate) | ||
Letrozole | Femara | Novartis |
(4,4′-(1H-1,2,4-Triazol-1- | ||
ylmethylene) dibenzonitrile) | ||
Leucovorin | Wellcovorin, | Immunex, Corp., |
(L-Glutamic acid, N[4[[(2amino-5- | Leucovorin | Seattle, WA |
formyl-1,4,5,6,7,8 hexahydro4oxo6- | ||
pteridinyl)methyl]amino]benzoyl], | ||
calcium salt (1:1)) | ||
Levamisole HCl | Ergamisol | Janssen Research |
((−)-(S)-2,3,5,6-tetrahydro-6- | Foundation, | |
phenylimidazo [2,1-b] thiazole | Titusville, NJ | |
monohydrochloride C11H12N2S•HCl) | ||
Lomustine | CeeNU | Bristol-Myers |
(1-(2-chloro-ethyl)-3-cyclohexyl-1- | Squibb | |
nitrosourea) | ||
Meclorethamine, nitrogen mustard | Mustargen | Merck |
(2-chloro-N-(2-chloroethyl)-N- | ||
methylethanamine hydrochloride) | ||
Megestrol acetate | Megace | Bristol-Myers |
17α(acetyloxy)-6-methylpregna-4,6- | Squibb | |
diene-3,20-dione | ||
Melphalan, L-PAM | Alkeran | GlaxoSmithKline |
(4-[bis(2-chloroethyl) amino]-L- | ||
phenylalanine) | ||
Mercaptopurine, 6-MP | Purinethol | GlaxoSmithKline |
(1,7-dihydro-6H-purine-6-thione | ||
monohydrate) | ||
Mesna | Mesnex | Asta Medica |
(sodium 2-mercaptoethane | ||
sulfonate) | ||
Methotrexate | Methotrexate | Lederle |
(N-[4-[[(2,4-diamino-6- | Laboratories | |
pteridinyl)methyl]methylamino] | ||
benzoyl]-L-glutamic acid) | ||
Methoxsalen | Uvadex | Therakos, Inc., |
(9-methoxy-7H-furo[3,2-g][1]- | Way Exton, Pa | |
benzopyran-7-one) | ||
Mitomycin C | Mutamycin | Bristol-Myers |
Squibb | ||
mitomycin C | Mitozytrex | SuperGen, Inc., |
Dublin, CA | ||
Mitotane | Lysodren | Bristol-Myers |
(1,1-dichloro-2-(o-chlorophenyl)-2- | Squibb | |
(p-chlorophenyl) ethane) | ||
Mitoxantrone | Novantrone | Immunex |
(1,4-dihydroxy-5,8-bis[[2-[(2-hydro- | Corporation | |
xyethyl)amino]ethyl]amino]-9,10- | ||
anthracenedione dihydrochloride) | ||
Nandrolone phenpropionate | Durabolin- | Organon, Inc., |
50 | West Orange, NJ | |
Nofetumomab | Verluma | Boehringer |
Ingelheim Pharma | ||
KG, Germany | ||
Oprelvekin | Neumega | Genetics Institute, |
(IL-11) | Inc., Alexandria, | |
VA | ||
Oxaliplatin | Eloxatin | Sanofi Synthelabo, |
(cis-[(1R,2R)-1,2- | Inc., NY, NY | |
cyclohexanediamine-N,N′] | ||
[oxalato(2-)-O,O′]platinum) | ||
Paclitaxel | TAXOL | Bristol-Myers |
(5β, 20-Epoxy-1,2a,4,7β,10β,13a- | Squibb | |
hexahydroxytax-11-en-9-one 4,10- | ||
diacetate 2-benzoate 13-ester with | ||
(2R, 3 S)-N-benzoyl-3- | ||
phenylisoserine) | ||
Pamidronate | Aredia | Novartis |
(phosphonic acid (3-amino-1- | ||
hydroxypropylidene) bis-, disodium | ||
salt, pentahydrate, (APD)) | ||
Pegademase | Adagen | Enzon |
((monomethoxypolyethylene glycol | (Pegademase | Pharmaceuticals, |
succinimidyl) 11-17-adenosine | Bovine) | Inc., Bridgewater, |
deaminase) | NJ | |
Pegaspargase | Oncaspar | Enzon |
(monomethoxypolyethylene glycol | ||
succinimidyl L-asparaginase) | ||
Pegfilgrastim | Neulasta | Amgen, Inc |
(covalent conjugate of recombinant | ||
methionyl human G-CSF | ||
(Filgrastim) and | ||
monomethoxypolyethylene glycol) | ||
Pentostatin | Nipent | Parke-Davis |
Pharmaceutical | ||
Co., Rockville, | ||
MD | ||
Pipobroman | Vercyte | Abbott |
Laboratories, | ||
Abbott Park, IL | ||
Plicamycin, Mithramycin | Mithracin | Pfizer, Inc., NY, |
(antibiotic produced by | NY | |
Streptomyces plicatus) | ||
Porfimer sodium | Photofrin | QLT |
Phototherapeutics, | ||
Inc., Vancouver, | ||
Canada | ||
Procarbazine | Matulane | Sigma Tau |
(N-isopropyl-μ-(2- | Pharmaceuticals, | |
methylhydrazino)-p-toluamide | Inc., Gaithersburg, | |
monohydrochloride) | MD | |
Quinacrine | Atabrine | Abbott Labs |
(6-chloro-9-(1-methyl-4-diethyl- | ||
amine)butylamino-2- | ||
methoxyacridine) | ||
Rasburicase | Elitek | Sanofi- |
(recombinant peptide) | Synthelabo, Inc., | |
Rituximab | Rituxan | Genentech, Inc., |
(recombinant anti-CD20 antibody) | South San | |
Francisco, CA | ||
Sargramostim | Prokine | Immunex Corp |
(recombinant peptide) | ||
Streptozocin | Zanosar | Pharmacia & |
(streptozocin 2-deoxy-2- | Upjohn Company | |
[[(methylnitrosoamino)carbonyl] | ||
amino]-a(and b)-D-glucopyranose | ||
and 220 mg citric acid anhydrous) | ||
Talc | Sclerosol | Bryan, Corp., |
(Mg3Si4O10(OH)2) | Woburn, MA | |
Tamoxifen | Nolvadex | AstraZeneca |
((Z)2-[4-(1,2-diphenyl-1-butenyl) | Pharmaceuticals | |
phenoxy]-N,N-dimethylethanamine | ||
2-hydroxy-1,2,3- | ||
propanetricarboxylate (1:1)) | ||
Temozolomide | Temodar | Schering |
(3,4-dihydro-3-methyl-4- | ||
oxoimidazo[5,1-d]-as-tetrazine-8- | ||
carboxamide) | ||
teniposide, VM-26 | Vumon | Bristol-Myers |
(4′-demethylepipodophyllotoxin 9- | Squibb | |
[4,6-0-(R)-2-thenylidene-(beta)-D- | ||
glucopyranoside]) | ||
Testolactone | Teslac | Bristol-Myers |
(13-hydroxy-3-oxo-13,17- | Squibb | |
secoandrosta-1,4-dien-17-oic acid | ||
[dgr]-lactone) | ||
Thioguanine, 6-TG | Thioguanine | GlaxoSmithKline |
(2-amino-1,7-dihydro-6 H-purine-6- | ||
thione) | ||
Thiotepa | Thioplex | Immunex |
(Aziridine, 1,1′,1″-phosphino- | Corporation | |
thioylidynetris-, or Tris (1- | ||
aziridinyl) phosphine sulfide) | ||
Topotecan HCl | Hycamtin | GlaxoSmithKline |
((S)-10-[(dimethylamino) methyl]-4- | ||
ethyl-4,9-dihydroxy-1H- | ||
pyrano[3′,4′: 6,7] indolizino [1,2-b] | ||
quinoline-3,14-(4H,12H)-dione | ||
monohydrochloride) | ||
Toremifene | Fareston | Roberts |
(2-(p-[(Z)-4-chloro-1,2-diphenyl-1- | Pharmaceutical | |
butenyl]-phenoxy)-N,N- | Corp., Eatontown, | |
dimethylethylamine citrate (1:1)) | NJ | |
Tositumomab, I 131 Tositumomab | Bexxar | Corixa Corp., |
(recombinant murine immunothera- | Seattle, WA | |
peutic monoclonal IgG2a lambda | ||
anti-CD20 antibody (I 131 is a | ||
radioimmunotherapeutic antibody)) | ||
Trastuzumab | Herceptin | Genentech, Inc |
(recombinant monoclonal IgG1 | ||
kappa anti-HER2 antibody) | ||
Tretinoin, ATRA | Vesanoid | Roche |
(all-trans retinoic acid) | ||
Uracil Mustard | Uracil Mustard | Roberts Labs |
Capsules | ||
Valrubicin, N-trifluoroacetyl- | Valstar | Anthra --> |
adriamycin-14-valerate | Medeva | |
((2S-cis)-2-[1,2,3,4,6,11-hexahydro- | ||
2,5,12-trihydroxy-7 methoxy-6,11- | ||
dioxo-[[4 2,3,6-trideoxy-3- | ||
[(trifluoroacetyl)-amino-α-L-lyxo- | ||
hexopyranosyl]oxyl]-2-naphtha- | ||
cenyl]-2-oxoethyl pentanoate) | ||
Vinblastine, Leurocristine | Velban | Eli Lilly |
(C46H56N4O10.H2SO4) | ||
Vincristine | Oncovin | Eli Lilly |
(C46H56N4O10.H2SO4) | ||
Vinorelbine | Navelbine | GlaxoSmithKline |
(3′,4′-didehydro-4′-deoxy-C′- | ||
norvincaleukoblastine [R-(R*,R*)- | ||
2,3-dihydroxybutanedioate | ||
(1:2)(salt)]) | ||
Zoledronate, Zoledronic acid | Zometa | Novartis |
((1-Hydroxy-2-imidazol-1-yl- | ||
phosphonoethyl) phosphonic acid | ||
monohydrate) | ||
TABLE 2 | |
Name | Compound |
TM-103 |
|
TM-104 |
|
TM-105 |
|
TM-106 |
|
TM-107 |
|
TM-108 |
|
TM-109 |
|
TM-110 |
|
TM-111 |
|
TM-121 |
|
TM-122 |
|
TM-123 |
|
TM-124 |
|
TM-125 |
|
TM-126 |
|
TM-127 |
|
TM-128 |
|
TM-129 |
|
TM-130 |
|
TM-132 |
|
TM-133 |
|
TM-134 |
|
TM-135 |
|
TM-136 |
|
TM-137 |
|
TM-140 |
|
TM-141 |
|
TM-142 |
|
TM-143 |
|
TM-144 |
|
TM-145 |
|
TM-146 |
|
TM-147 |
|
TM-148 |
|
TM-149 |
|
TM-150 |
|
TM-152 |
|
TM-153 |
|
TM-154 |
|
TM-155 |
|
TM-156 |
|
TM-157 |
|
TM-158 |
|
TM-159 |
|
TM-160 |
|
TM-161 |
|
TM-162 |
|
TM-163 |
|
TM-164 |
|
TM-165 |
|
TM-166 |
|
TM-167 |
|
TM-168 |
|
TM-169 |
|
TM-170 |
|
TM-171 |
|
TM-172 |
|
TM-173 |
|
TM-174 |
|
TM-175 |
|
TM-176 |
|
TM-177 |
|
TM-178 |
|
TM-179 |
|
TM-180 |
|
TM-183 |
|
TM-190 |
|
TM-191 |
|
TM-192 |
|
TM-193 |
|
TM-194 |
|
TM-195 |
|
TM-196 |
|
TM-197 |
|
TM-198 |
|
TM-199 |
|
TM-200 (1200) |
|
TM-1201 |
|
TM-1202 |
|
TM-1203 |
|
TM-1205 |
|
TM-1206 |
|
TM-1207 |
|
TM-1208 |
|
TM-1209 |
|
TM-1210 |
|
TM-1211 |
|
TM-1212 |
|
TM-1213 |
|
TM-1214 |
|
TM-1215 |
|
TM-1216 |
|
TM-1217 |
|
TM-1218 |
|
TM-1219 |
|
TM-1220 |
|
TM-1221 |
|
TM-1222 |
|
TM-1223 |
|
TM-1224 |
|
TABLE 3 | |
Name | Compound |
TW-1 |
|
TW-2 |
|
TW-3 |
|
TW-4 |
|
TW-5 |
|
TW-6 |
|
TW-7 |
|
TW-8 |
|
TW-9 |
|
TW-10 |
|
TW-11 |
|
TW-12 |
|
TW-13 |
|
TW-14 |
|
TW-15 |
|
TW-16 |
|
TW-17 |
|
TW-18 |
|
TW-19 |
|
TW-20 |
|
TW-21 |
|
TW-22 |
|
TW-23 |
|
TW-24 |
|
TW-25 |
|
TW-26 |
|
TW-27 |
|
TW-28 |
|
TW-29 |
|
TW-30 |
|
TW-31 |
|
TW-32 |
|
TW-33 |
|
TW-34 |
|
TW-35 |
|
TW-36 |
|
TW-37A |
|
TW-37 |
|
TW-38 |
|
TW-39 |
|
TW-40 |
|
TW-41 |
|
TW-42 |
|
TW-43 |
|
TW-44 |
|
TW-45 |
|
TW-46 |
|
TW-47 |
|
TW-48 |
|
TW-49 |
|
TW-50 |
|
TW-51 |
|
TW-52 |
|
TW-53 |
|
TW-54 |
|
TW-55 |
|
TW-56 |
|
TW-57 |
|
TW-58 |
|
TW-59 |
|
TW-60 |
|
TW-61 |
|
TW-62 |
|
TW-63 |
|
TW-64 |
|
TW-65 |
|
TW-66 |
|
TW-68 |
|
TW-69 |
|
TW-70 |
|
TW-71 |
|
TW-72 |
|
TW-73 |
|
TW-74 |
|
TW-75 |
|
TW-76 |
|
TW-78 |
|
TW-79 |
|
TW-80 |
|
TW-81 |
|
TW-82 |
|
TW-83 |
|
TW-85 |
|
TW-86 |
|
TW-87 |
|
TW-88 |
|
TW-89 |
|
TW-90 |
|
TW-91 |
|
TW-92 |
|
TW-93 |
|
TW-94 |
|
TW-95A |
|
TW-95 |
|
TW-96A |
|
TW-97 |
|
TW-98A |
|
TW-98 |
|
TW-99 |
|
TW-100 |
|
TW-101 |
|
TW-103 |
|
TW-104 |
|
TW-105 |
|
TW-106 |
|
TW-107 |
|
TW-108 |
|
TW-109 |
|
TW-110 |
|
TW-115 |
|
TW-116 |
|
TW-118 |
|
TW-119 |
|
TW-120 |
|
TW-121 |
|
TW-122 |
|
TW-123 |
|
TW-124 |
|
TW-125 |
|
TW-126 |
|
TW-127 |
|
TW-128 |
|
TW-129 |
|
TW-130 |
|
TW-131 |
|
TW-132 |
|
TW-133 |
|
TW-134 |
|
TW-136 |
|
TW-137 |
|
TW-138 |
|
TW-139 |
|
TW-140 |
|
TW-141 |
|
TW-142 |
|
TW-143 |
|
TW-144 |
|
TW-145 |
|
TW-146 |
|
TW-147 |
|
TW-148 |
|
TW-149 |
|
TW-150 |
|
TW-151 |
|
TW-152 |
|
TW-153 |
|
TW-154 |
|
TW-159 |
|
TW-160 |
|
TW-161 |
|
TW-162 |
|
TW-163 |
|
TW-164 |
|
TW-165 |
|
TW-166 |
|
TW-167 |
|
TW-168 |
|
TW-169 |
|
TW-170 |
|
TW-172 |
|
TW-173 |
|
TW-174 |
|
TW-175 |
|
TW-176 |
|
TW-177 |
|
TW-178 |
|
TW-179 |
|
TW-180 |
|
TABLE 4 | |
Name | Compound |
TW-183 |
|
TW-184 |
|
TW-189 |
|
TW-190 |
|
TW-194 |
|
TW-195 |
|
TW-196 |
|
TW-198 |
|
TW-199 |
|
TW-200 |
|
TW-201 |
|
TW-202 |
|
TW-203 |
|
TW-204 |
|
TW-205 |
|
TM-1230 |
|
TM-1231 |
|
TM-1232 |
|
TM-1233 |
|
TM-1234 |
|
TM-1235 |
|
TM-1236 |
|
TM-1237 |
|
TM-1238 |
|
TM-1239 |
|
TM-1240 |
|
TM-1241 |
|
TM-1242 |
|
TM-1243 |
|
TM-1244 |
|
TM-1245 |
|
TM-1246 |
|
TM-1247 |
|
TM-1248 |
|
TM-1249 |
|
TM-1250 |
|
TM-1251 |
|
TM-1252 |
|
TM-1253 |
|
TM-1254 |
|
TM-1255 |
|
TM-1256 |
|
TM-1257 |
|
TM-1258 |
|
TM-1259 |
|
TM-1260 |
|
TM-1261 |
|
TM-1262 |
|
TM-1263 |
|
TM-1264 |
|
TM-1265 |
|
TM-1266 |
|
TM-1267 |
|
TM-1269 |
|
TM-1271 |
|
TM-1276 |
|
TM-1277 |
|
TM-1278 |
|
TM-1282 |
|
TABLE 5 | ||||
TXT | ||||
TXT | TXT | (7.5 mg/kg) + | ||
TW-37 | (7.5 mg/kg) | (11 mg/kg) | TW-37 | |
T/C (%) | 34.5 | 55.1 | 32.1 | 19.6 |
T-C (days) | 37 | 30 | 32 | — |
|
0/10 | 0/10 | 0/10 | 2/10 |
regression | ||||
Claims (7)
Priority Applications (7)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
AU2005277223A AU2005277223C1 (en) | 2004-08-20 | 2005-08-22 | Small molecule inhibitors of anti-apoptotic Bcl-2 family members and the uses thereof |
PCT/US2005/029634 WO2006023778A2 (en) | 2004-08-20 | 2005-08-22 | Small molecule inhibitors of anti-apoptotic bcl-2 family members and the uses thereof |
BRPI0514504-0A BRPI0514504A (en) | 2004-08-20 | 2005-08-22 | small inhibitory molecules of the anti-apoptotic bcl-2 family members and their uses |
CA002577752A CA2577752A1 (en) | 2004-08-20 | 2005-08-22 | Small molecule inhibitors of anti-apoptotic bcl-2 family members and the uses thereof |
JP2007528060A JP2008511548A (en) | 2004-08-20 | 2005-08-22 | Small molecule inhibitors of anti-apoptotic BCL-2 family members and methods of use thereof |
KR1020077006335A KR20070046180A (en) | 2004-08-20 | 2005-08-22 | Small molecule inhibitors of anti-apoptotic bcl-2 family members and the uses thereof |
US11/209,998 US8557812B2 (en) | 2004-08-20 | 2005-08-22 | Small molecule inhibitors of anti-apoptotic BCL-2 family members and the uses thereof |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US60341104P | 2004-08-20 | 2004-08-20 | |
US11/209,998 US8557812B2 (en) | 2004-08-20 | 2005-08-22 | Small molecule inhibitors of anti-apoptotic BCL-2 family members and the uses thereof |
Publications (2)
Publication Number | Publication Date |
---|---|
US20060084647A1 US20060084647A1 (en) | 2006-04-20 |
US8557812B2 true US8557812B2 (en) | 2013-10-15 |
Family
ID=36181553
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US11/209,998 Active 2031-01-03 US8557812B2 (en) | 2004-08-20 | 2005-08-22 | Small molecule inhibitors of anti-apoptotic BCL-2 family members and the uses thereof |
Country Status (7)
Country | Link |
---|---|
US (1) | US8557812B2 (en) |
JP (1) | JP2008511548A (en) |
KR (1) | KR20070046180A (en) |
AU (1) | AU2005277223C1 (en) |
BR (1) | BRPI0514504A (en) |
CA (1) | CA2577752A1 (en) |
WO (1) | WO2006023778A2 (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US9108983B2 (en) | 2013-07-23 | 2015-08-18 | Les Laboratoires Servier | Pyrrole compounds, a process for their preparation and pharmaceutical compositions containing them |
WO2017027571A1 (en) | 2015-08-10 | 2017-02-16 | Dana-Farber Cancer Institute, Inc. | Mechanism of resistance to bet bromodomain inhibitors |
Families Citing this family (47)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US7432304B2 (en) * | 2001-05-30 | 2008-10-07 | The Regents Of The University Of Michigan | Small molecule antagonists of Bcl-2 family proteins |
MX2007012659A (en) | 2005-04-13 | 2008-01-11 | Astex Therapeutics Ltd | Hydroxybenzamide derivatives and their use as inhibitors of hsp90. |
US7754725B2 (en) | 2006-03-01 | 2010-07-13 | Astex Therapeutics Ltd. | Dihydroxyphenyl isoindolymethanones |
EP2073804B1 (en) | 2006-10-12 | 2017-09-13 | Astex Therapeutics Limited | Hydroxy-substituted benzoic acid amide compounds for use in the treatment of pain |
EP2073807A1 (en) | 2006-10-12 | 2009-07-01 | Astex Therapeutics Limited | Pharmaceutical combinations |
GB0620259D0 (en) | 2006-10-12 | 2006-11-22 | Astex Therapeutics Ltd | Pharmaceutical compounds |
JP5721949B2 (en) * | 2006-10-12 | 2015-05-20 | アステックス、セラピューティックス、リミテッドAstex Therapeutics Limited | Compound drug |
US8916552B2 (en) * | 2006-10-12 | 2014-12-23 | Astex Therapeutics Limited | Pharmaceutical combinations |
WO2008044027A2 (en) * | 2006-10-12 | 2008-04-17 | Astex Therapeutics Limited | Pharmaceutical compounds having hsp90 inhibitory or modulating activity |
US8168645B2 (en) | 2006-11-15 | 2012-05-01 | Genentech, Inc. | Arylsulfonamide compounds |
JP5374377B2 (en) * | 2007-10-18 | 2013-12-25 | 武田薬品工業株式会社 | Heterocyclic compounds |
GB0806527D0 (en) * | 2008-04-11 | 2008-05-14 | Astex Therapeutics Ltd | Pharmaceutical compounds |
JP5322527B2 (en) * | 2008-07-17 | 2013-10-23 | 浜松ホトニクス株式会社 | Compounds suitable for detecting apoptosis |
JP2011528341A (en) * | 2008-07-18 | 2011-11-17 | 武田薬品工業株式会社 | Benzazepine derivatives and their use as histamine H3 antagonists |
PL2403499T3 (en) | 2009-03-02 | 2020-04-30 | Stemsynergy Therapeutics, Inc. | Methods and compositions for use in treating cancer and reducing wnt mediated effects in a cell |
WO2011041731A2 (en) * | 2009-10-02 | 2011-04-07 | Fred Hutchinson Cancer Research Center | Method of inhibiting bcl-2-related survival proteins |
US8865901B2 (en) | 2009-10-02 | 2014-10-21 | Fred Hutchinson Cancer Research Center | Gain-of-function Bcl-2 inhibitors |
WO2011083314A1 (en) * | 2010-01-08 | 2011-07-14 | Takeda Pharmaceutical Company Limited | Benzazepine derivatives for the treatment of central nervous system disorders |
US8691184B2 (en) | 2011-01-25 | 2014-04-08 | The Regents Of The University Of Michigan | Bcl-2/Bcl-xL inhibitors and therapeutic methods using the same |
US9126980B2 (en) | 2011-12-23 | 2015-09-08 | Novartis Ag | Compounds for inhibiting the interaction of BCL2 with binding partners |
CA2859869A1 (en) * | 2011-12-23 | 2013-06-27 | Novartis Ag | Compounds for inhibiting the interaction of bcl2 with binding partners |
CA2859876A1 (en) * | 2011-12-23 | 2013-06-27 | Novartis Ag | Compounds for inhibiting the interaction of bcl2 with binding partners |
FR2986002B1 (en) | 2012-01-24 | 2014-02-21 | Servier Lab | NOVEL INDOLIZINE DERIVATIVES, PROCESS FOR THEIR PREPARATION AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM |
WO2014035707A1 (en) | 2012-08-25 | 2014-03-06 | The Johns Hopkins University | Gapdh cascade inhibitor compounds and methods of use and treatment of stress induced disorders including mental illness |
US9096625B2 (en) | 2013-01-16 | 2015-08-04 | The Regents Of The University Of Michigan | BCL-2/BCL-XL inhibitors and therapeutic methods using the same |
FR3008977A1 (en) * | 2013-07-23 | 2015-01-30 | Servier Lab | NOVEL ISOINDOLINE OR ISOQUINOLINE DERIVATIVES, PROCESS FOR THEIR PREPARATION AND PHARMACEUTICAL COMPOSITIONS CONTAINING SAME |
FR3008976A1 (en) * | 2013-07-23 | 2015-01-30 | Servier Lab | "NOVEL INDOLIZINE DERIVATIVES, PROCESS FOR PREPARING THEM AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM" |
FR3008978A1 (en) * | 2013-07-23 | 2015-01-30 | Servier Lab | "NOVEL INDOLE AND PYRROLE DERIVATIVES, PROCESS FOR PREPARING THEM AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM" |
US10053443B2 (en) | 2014-01-28 | 2018-08-21 | Korea Research Institute Of Bioscience And Biotechnology | 2-phenylbenzofuran derivatives, method for preparing the same and use of the same for treating inflammatory disease |
WO2015115805A1 (en) * | 2014-01-28 | 2015-08-06 | 한국생명공학연구원 | Novel 2-phenylbenzofuran derivative or pharmaceutically acceptable salt thereof, production method for same and pharmaceutical composition for preventing or treating inflammatory disease comprising same as active ingredient |
EP3708170A1 (en) | 2014-05-05 | 2020-09-16 | BioVentures, LLC | Compositions and methods for inhibiting antiapoptotic bcl-2 proteins as anti-aging agents |
AU2015292710A1 (en) | 2014-07-22 | 2017-02-16 | Bioventures, Llc. | Compositions and methods for selectively depleting senescent cells |
US10786519B2 (en) | 2015-02-23 | 2020-09-29 | Mayo Foundation For Medical Education And Research | Methods and materials for treating human immunodeficiency virus infections |
WO2016172194A1 (en) | 2015-04-20 | 2016-10-27 | Mayo Foundation For Medical Education And Research | Methods and materials for killing hiv infected cells |
US9783519B2 (en) * | 2015-06-18 | 2017-10-10 | Hong Kong Baptist University | Palladium/silver co-catalyzed tandem reactions synthesis of phenylacetophenone derivatives by oxabenzonorbornadienes with terminal alkynes and their anti-tumor or anti-cancer activities |
EA201892075A1 (en) | 2016-03-15 | 2019-04-30 | Оризон Дженомикс, С.А. | COMBINATION OF LSD1 INHIBITORS FOR USE FOR THE TREATMENT OF SOLID TUMORS |
KR102447884B1 (en) | 2016-04-21 | 2022-09-27 | 바이오벤처스, 엘엘씨 | Compounds inducing degradation of anti-apoptotic BCL-2 family proteins and uses thereof |
US10927070B2 (en) | 2016-06-09 | 2021-02-23 | Cedars-Sinai Medical Center | Compositions and methods for treating cancer |
US11274078B2 (en) * | 2017-04-10 | 2022-03-15 | Jianyou Shi | Drug for treating tumor diseases and having antibacterial antivirus anti-inflammatory effects |
CN108017585A (en) * | 2017-12-15 | 2018-05-11 | 广西壮族自治区中医药研究院 | A kind of gallic acid sulphone amide derivative and its application in anti-liver cancer and anti- |
JP7385284B2 (en) | 2018-01-22 | 2023-11-22 | バイオベンチャーズ・リミテッド・ライアビリティ・カンパニー | BCL-2 proteolytic agents for cancer treatment |
US11420968B2 (en) | 2018-04-29 | 2022-08-23 | Beigene, Ltd. | Bcl-2 inhibitors |
GB201917487D0 (en) * | 2019-11-29 | 2020-01-15 | Oxular Ltd | Methods for the treatment of retinoblastoma |
TR202002072A2 (en) * | 2020-02-11 | 2021-08-23 | Bahcesehir Ueniversitesi | Physics-driven discovery of novel small therapeutic compounds for use as a bcl-2 inhibitor |
TR202002066A2 (en) * | 2020-02-11 | 2021-08-23 | Bahcesehir Ueniversitesi | Physics-driven discovery of novel small therapeutic compounds for use as a bcl-2 inhibitor |
WO2023107606A1 (en) | 2021-12-09 | 2023-06-15 | University Of Florida Research Foundation, Incorporated | Bcl-xl/bcl-2 dual degraders for treatment of cancers |
CN116675677B (en) * | 2023-08-02 | 2023-09-26 | 中国林业科学研究院林产化学工业研究所 | C8 urushiol derivative and preparation method and application thereof |
Citations (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2686123A (en) | 1951-07-19 | 1954-08-10 | Us Agriculture | Stabilization of dehydrated vegetable material |
US4394389A (en) | 1979-03-01 | 1983-07-19 | Riet Bartholomeus Van T | Hydroxybenzohydroxamic acids, benzamides and esters as ribonucleotide reductase inhibitors |
JPS60163812A (en) | 1984-02-03 | 1985-08-26 | Zenyaku Kogyo Kk | Antiallergic agent |
US5573759A (en) | 1991-11-25 | 1996-11-12 | Richardson-Vicks Inc. | Use of salicylic acid for regulating skin wrinkles and/or skin atrophy |
US6114397A (en) | 1990-07-12 | 2000-09-05 | The United States Of America As Represented By The Department Of Health And Human Services | Gossypol for the treatment of cancer |
US6201028B1 (en) | 1998-12-08 | 2001-03-13 | The Rockefeller University | Methods and compositions for prevention and treatment of atherosclerosis and hyperlipidemia with non-steroidal anti-inflammatory drugs |
US6395720B1 (en) | 1997-06-24 | 2002-05-28 | Werner Kreutz | Synergistically acting compositions for selectively combating tumor tissue |
CA2410816A1 (en) | 2001-03-27 | 2002-10-03 | Suntory Limited | Nf-.kappa.b inhibitor containing substituted benzoic acid derivative as active ingredient |
-
2005
- 2005-08-22 KR KR1020077006335A patent/KR20070046180A/en not_active Application Discontinuation
- 2005-08-22 JP JP2007528060A patent/JP2008511548A/en not_active Withdrawn
- 2005-08-22 AU AU2005277223A patent/AU2005277223C1/en not_active Ceased
- 2005-08-22 CA CA002577752A patent/CA2577752A1/en not_active Abandoned
- 2005-08-22 WO PCT/US2005/029634 patent/WO2006023778A2/en active Application Filing
- 2005-08-22 BR BRPI0514504-0A patent/BRPI0514504A/en not_active IP Right Cessation
- 2005-08-22 US US11/209,998 patent/US8557812B2/en active Active
Patent Citations (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2686123A (en) | 1951-07-19 | 1954-08-10 | Us Agriculture | Stabilization of dehydrated vegetable material |
US4394389A (en) | 1979-03-01 | 1983-07-19 | Riet Bartholomeus Van T | Hydroxybenzohydroxamic acids, benzamides and esters as ribonucleotide reductase inhibitors |
JPS60163812A (en) | 1984-02-03 | 1985-08-26 | Zenyaku Kogyo Kk | Antiallergic agent |
US6114397A (en) | 1990-07-12 | 2000-09-05 | The United States Of America As Represented By The Department Of Health And Human Services | Gossypol for the treatment of cancer |
US5573759A (en) | 1991-11-25 | 1996-11-12 | Richardson-Vicks Inc. | Use of salicylic acid for regulating skin wrinkles and/or skin atrophy |
US6395720B1 (en) | 1997-06-24 | 2002-05-28 | Werner Kreutz | Synergistically acting compositions for selectively combating tumor tissue |
US6201028B1 (en) | 1998-12-08 | 2001-03-13 | The Rockefeller University | Methods and compositions for prevention and treatment of atherosclerosis and hyperlipidemia with non-steroidal anti-inflammatory drugs |
CA2410816A1 (en) | 2001-03-27 | 2002-10-03 | Suntory Limited | Nf-.kappa.b inhibitor containing substituted benzoic acid derivative as active ingredient |
WO2002076918A1 (en) * | 2001-03-27 | 2002-10-03 | Suntory Limited | NF-λB INHIBITOR CONTAINING SUBSTITUTED BENZOIC ACID DERIVATIVE AS ACTIVE INGREDIENT |
US7064124B2 (en) * | 2001-03-27 | 2006-06-20 | Daiichi Suntory Pharma Co., Ltd. | NF-κB inhibitor containing substituted benzoic acid derivative as active ingredient |
Non-Patent Citations (30)
Title |
---|
Adams, Jerry M., et al., "The Bcl-2 Protein Family: Arbiters of Cell Survival," Science, vol. 281, Aug. 28, 1998, pp. 1322-1326. |
Amolak Chnd Jain, "Synthesis of Some Naturally Occurring Acetylchromoenes," Bulletin of the Chemical Society of Japan, vol. 52(4), 1203-1204 (1979). |
Baine et al., "A Study of the Kolbe-Schmitt Reaction. II. The Carbonation of Phenols," Journal of Organic Chemistry 19:510-514 (1954). |
Brevitt and Tan, "Synthesis and in Vitro Evaluation of Two Progressive Series of Bifunctional Polyhydroxybenzamide Catechol-O-methyltransferase Inhibitors," J. Med. Chem. 1997, 40, 2035-2039. |
Buu-Hoi, Journal of Organic Chemistry (1953), 18, pp. 1723-1729. * |
CA Patent Application No. 2,577,752 Office Action dated Sep. 22, 2009, 4 pages. |
Cai, Mengli, et al., "An efficient and cost-effective isotope labeling protocol for proteins expressed in Escherichia coli," Journal of Biomolecular NMR, 11: pp. 97-102 (1998). |
Delaglio, Frank, "NMRPipe: A multidimensional spectral processing system based on UNIX pipes," Journal of Biomolecular NMR, 6 (1995) pp. 277-293. |
EP Search, EP Patent Application No. 05806407.2, dated Jul. 8, 2009. |
Gardner et al., "Trihydroxy-Methyl-Anthraquinones. II," Journal of the American Chemical Society 45:2455-62 (1923). |
Garrett, Daniel S., "A Common Sense Approach to Peak Picking in Two-, Three-, and Four-Dimensional Spectra Using Automatic Computer of Contour Diagrams," Journal of Magnetic Resonance, 95, pp. 214-220 (1991). |
Grzesiek, Stephan, et al., "The Importance of Not Saturating H20 in Protein NMR. Application to Sensitivity Enhancement and NOE Measurements," J. Am. Chem. Soc. (1993), 115, pp. 12593-12594. |
Hisaeda et al, Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1992), (4), 595-604. * |
Jansson, Magnus, et al., "High-level production of uniformly 15N- and 13C-enriched fusion proteins in Escherichia coli," Journal of Biomolecular NMR, 7 (1996), pp. 131-141. |
Karrer et al, Helvetica Chimica Acta, 1919, 2, pp. 466-481, (English Translation). * |
Karrer et al, Helvetica Chimica Acta, 1919, 2, pp. 466-81. * |
Korean Patent Application No. 10-2007-7006335 Office Action dated Mar. 19, 2009. |
Lowe, Scott W., et al., "Apoptosis in Cancer," Carciogenesis, vol. 21, No. 3, pp. 485-495 (2000). |
Nicholson, Donald W., "From bench to clinic with apoptosis-based therapeutic agents," Nature, vol. 407, Oct. 12, 2000, pp. 810-816. |
Orndorff, et al., "Thymolsulfonephthalein, The Intermediate Acid, 4′-Hydorxy—3′ Isopropyl—6′ Methyl—Benzoyl-Benzene-2-Sulfonic Acid and Some of Their Derivatives," Journal of the American Chemical Society 48:981-993 (1926). |
Orndorff, et al., "Thymolsulfonephthalein, The Intermediate Acid, 4'-Hydorxy-3' Isopropyl-6' Methyl-Benzoyl-Benzene-2-Sulfonic Acid and Some of Their Derivatives," Journal of the American Chemical Society 48:981-993 (1926). |
Ponder, Bruce A.J., "Cancer Genetics," Nature, vol. 411, pp. 336-341, May 17, 2001. |
Reed John C., et al., "BCL-2 Family Proteins: Regulators of Cell Death Involved in the Pathogenesis of Cancer and Resistance to Therapy," Journal of Cellular Biochemistry 60 (1996), pp. 23-32. |
Reed, John C., "Bcl-2 Family Proteins: Strategies for Overcoming Chemoresistance in Cancer," Advances in Pharmacology, vol. 41, (1997), pp. 501-532. |
Schill, Gottfried, E. Logemann, "4,6-Di-n-alkylpyrogallol-trimethylatherlll" (English abstract not available), Chemische Berichte, vol. 106, 1973, pp. 2910-2917. |
Sheppard et al., Abstracts of Papers of the Amer. Chem. Soc. 213:81 (1997). |
Singapore Patent Application No. 200701168-7 Search Report and Written Opinion, conducted by Australian Office dated Apr. 24, 2008. |
Sutter, M.C., "The pharmacology of isolated veins", British Journal of Pharmacology and Chemotherapy, vol. 24, No. 3 (1965), pp. 742-751. |
Whalley et al, Journal of the Chemical Society, 1951, pp. 665-671. * |
Wu et al., Toxicology, 236, pp. 1-6, 2007. * |
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US9108983B2 (en) | 2013-07-23 | 2015-08-18 | Les Laboratoires Servier | Pyrrole compounds, a process for their preparation and pharmaceutical compositions containing them |
US9598427B2 (en) | 2013-07-23 | 2017-03-21 | Les Laboratoires Servier | Pyrrole compounds, a process for their preparation and pharmaceutical compositions containing them |
US10688101B2 (en) | 2013-07-23 | 2020-06-23 | Les Laboratories Servier | Pyrrole compounds, a process for their preparation and pharmaceutical compositions containing them |
US11058689B2 (en) | 2013-07-23 | 2021-07-13 | Les Laboratoires Servier | Pyrrole compounds, a process for their preparation and pharmaceutical |
WO2017027571A1 (en) | 2015-08-10 | 2017-02-16 | Dana-Farber Cancer Institute, Inc. | Mechanism of resistance to bet bromodomain inhibitors |
US11666580B2 (en) | 2015-08-10 | 2023-06-06 | Dana-Farber Cancer Institute, Inc. | Mechanism of resistance to bet bromodomain inhibitors |
Also Published As
Publication number | Publication date |
---|---|
US20060084647A1 (en) | 2006-04-20 |
BRPI0514504A (en) | 2008-06-10 |
KR20070046180A (en) | 2007-05-02 |
AU2005277223B2 (en) | 2008-10-09 |
JP2008511548A (en) | 2008-04-17 |
AU2005277223C1 (en) | 2009-05-21 |
WO2006023778A3 (en) | 2006-06-15 |
WO2006023778A2 (en) | 2006-03-02 |
CA2577752A1 (en) | 2006-03-02 |
AU2005277223A1 (en) | 2006-03-02 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US8557812B2 (en) | Small molecule inhibitors of anti-apoptotic BCL-2 family members and the uses thereof | |
US9394303B2 (en) | Small molecule inhibitors of MCL-1 and uses thereof | |
AU2005228998B2 (en) | Gossypol co-crystals and the use thereof | |
US20060247305A1 (en) | Chromen-4-one inhibitors of anti-apoptotic Bcl-2 family members and the uses thereof | |
US7960372B2 (en) | Bivalent Smac mimetics and the uses thereof | |
US9486422B2 (en) | Small molecule inhibitors of Mcl-1 and the uses of thereof | |
US20060178435A1 (en) | Apogossypolone and the uses thereof | |
US20100093645A1 (en) | SMAC Peptidomimetics and the Uses Thereof | |
US8202902B2 (en) | Bivalent SMAC mimetics and the uses thereof | |
US20060247318A1 (en) | Small molecule inhibitors of STAT3 and the uses thereof | |
US9914723B2 (en) | Small molecule inhibitors of Mcl-1 and uses thereof | |
EP1778206A2 (en) | Small molecule inhibitors of anti-apoptotic bcl-2 family members and the uses thereof | |
US20190308942A1 (en) | Small molecule inducers of reactive oxygen species and inhibitors of mitochondrial activity | |
US9884841B2 (en) | Small molecule inhibitors of Mcl-1 and uses thereof | |
US20220062278A1 (en) | Small molecule inhibitors of the androgen receptor activity and/or expression and uses thereof |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
AS | Assignment |
Owner name: THE REGENTS OF THE UNIVERSITY OF MICHIGAN, MICHIGA Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNORS:WANG, SHAOMENG;WANG, GUOPING;TANG, GUOZHI;AND OTHERS;SIGNING DATES FROM 20051214 TO 20051221;REEL/FRAME:017418/0030 Owner name: THE REGENTS OF THE UNIVERSITY OF MICHIGAN, MICHIGA Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNORS:WANG, SHAOMENG;WANG, GUOPING;TANG, GUOZHI;AND OTHERS;REEL/FRAME:017418/0030;SIGNING DATES FROM 20051214 TO 20051221 |
|
STCF | Information on status: patent grant |
Free format text: PATENTED CASE |
|
CC | Certificate of correction | ||
FPAY | Fee payment |
Year of fee payment: 4 |
|
MAFP | Maintenance fee payment |
Free format text: PAYMENT OF MAINTENANCE FEE, 8TH YR, SMALL ENTITY (ORIGINAL EVENT CODE: M2552); ENTITY STATUS OF PATENT OWNER: SMALL ENTITY Year of fee payment: 8 |